KR840001970A - 아미노 사이클로펜탄산 및 에스테르의 제조방법 - Google Patents
아미노 사이클로펜탄산 및 에스테르의 제조방법 Download PDFInfo
- Publication number
- KR840001970A KR840001970A KR1019820004870A KR820004870A KR840001970A KR 840001970 A KR840001970 A KR 840001970A KR 1019820004870 A KR1019820004870 A KR 1019820004870A KR 820004870 A KR820004870 A KR 820004870A KR 840001970 A KR840001970 A KR 840001970A
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- South Korea
- Prior art keywords
- carbon atoms
- alkyl
- phenyl
- och
- product
- Prior art date
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- 238000000034 method Methods 0.000 title claims 9
- 150000002148 esters Chemical class 0.000 title claims 2
- NILQLFBWTXNUOE-UHFFFAOYSA-N 1-aminocyclopentanecarboxylic acid Chemical compound OC(=O)C1(N)CCCC1 NILQLFBWTXNUOE-UHFFFAOYSA-N 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 34
- 150000001875 compounds Chemical class 0.000 claims 20
- 125000000217 alkyl group Chemical group 0.000 claims 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 14
- -1 methylthio, methylsulphi Nyl Chemical group 0.000 claims 12
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 5
- 239000012453 solvate Substances 0.000 claims 5
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 150000001721 carbon Chemical group 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 3
- 125000001544 thienyl group Chemical group 0.000 claims 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 235000010290 biphenyl Nutrition 0.000 claims 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical group N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 1
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000005336 allyloxy group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims 1
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000001589 carboacyl group Chemical group 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 238000005341 cation exchange Methods 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 238000006317 isomerization reaction Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 125000003884 phenylalkyl group Chemical group 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 125000003944 tolyl group Chemical group 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/08—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing alicyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/155—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
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Description
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Claims (13)
- (a) R1이 -OH또는 후술한 (1)형태의 그룹인 화합물을 제조하기 위해서 상응하는 다음 일반식 (2)화합물을 환원시키고; (b) R1이 -OH인 화합물을 제조하기 위해서는, 상응하는 에스테르를 가수분해하고, (c) R1이 -OH가 아닌 화합물을 제조하기 위해선, 상응하는 카복실산을 에스테르화하고; (d) X가 아세틸렌그룹이 상응하는 화합물을 환원시키거나;(e) R1이 후술한 (a)형태(여기서 R3는 아미노로 치환된 페닐이다)의 그룹인 화합물을 제조하기 위해서는, R3가 아지도로 치환된 페닐이 상응하는 화합물을 환원시키며; (f) X가 -CH2CH2-인 화합물을 제조하기 위해서는, X가 --CH=CH-인 상응하는 화합물을 촉매적으로 수소화시키고; (g) R1이 -OH 또는 후술한 (1)형태의 그룹인 화합물을 제조하기 위해서는, 환하이드록시그룹이 α-배위인 상응하는 화합물을 에피머화하며; (h) R1이 -OH인 화합물을 제조하기 위해서는 다음 일반식(4)의 상응화합물을 일반식 (R15)3P=CHWCOOH (여기서 R15는 탄소수 1내지 6의 알킬 또는 아릴이다)이 포스포란 또는 그 염과 반응시키며; (i) R1이 -OH인 화합물을 제조하기 위해서는 다음 일반식(6)의 상응알콜을 선택적으로 산화시키며; (j) X가 트랜스-CH=CH-이며 R1이 -OH 또는 후술한 (1)형태의 그롤인 화합물을 제조하기위해서는, 상응하느 시스화합물을 이성체화하고; (k)환하이드록시그룹이 보호된 상응하는 화합물로부터 보호그룹을 제거하거나; (1) 염을 제조하기 위해, 일반식(1)의 화합물을 산 또는 염기로 처리하거나, 한가지 염을 양이온교환에 의해 다른 염으로 전환시키는 것을 포함하여, 다음 일반식(1)의 화합물 및 그의 생리학적으로 허용되는 염 및 용매화물을 제조하는 방법.상기식에서 R1은 -OH; (a) -AR3, 여기서 A는 -0- 또는 -S-이며 R3는 페닐 [탄소수 1내지 4의 알킬, 탄소수 1내지 4의 알콕시, 탄소수 1 내지 4의 알카노일, 메틸티오, 메틸설피닐, 메틸서포닐, 할로겐, -CO2R4(R4는 수소원자 또는 탄소수 1내지 4의 알킬 또는 페닐이다), -NHCOR4, -CONP5R9(R5및 R6는 같거나 다를 수 있으며 각각 수소원자 또는 탄소수 1 내지 4의 알킬이다), 탄소수 1내지 4의 알킬설포닐-아미노, 포르밀, 니트로, 시아노, 페닐 또는 -NR5R6로 임의 치환됨]이며;(b) -OCH2COR7,여기서 R7은 페닐(할로겐원자, 탄소수 1 내지 4의 알킬 또는 탄소수 1 내지 4의 알콕시로 임의 치환됨) 또는 -NH2이며; (c) -A(CH2)mBR5, 여기서 m은 1 내지 3이며 B는 -0- 또는 -S-인데, 단, m이 1일 때 R5는 수소원자가 아니며; (d) -A(CH2)pR8, 여기서 q는 2 또는 3이며 R8은 N-부착_탄소수 1 내지 4의 디알킬아미노, 모르폴리노, 피페리디노, 피롤리디노, 아세틸아미노 또는 벤조일아미노그룹이며; (e) -OCH(CH2N(CH3)2)2; (f)여기서 R9는 수소원자, 메틸 또는 페닐이며; (g) -OCH2OCOR10, 여기서 R10은 탄소수 1내지 4의 알킬, 메톡시 또는페닐이며; (h) -OCH2SCOR11, 여기서 R11은 탄소수 1내지 4의 알킬이며;(i)피리디닐옥시 또는피리디닐티오; (j) 1-(아세틸옥시)에톡시, (아세틸옥시)페닐메톡시, 테트라하이드로-5-옥소-2-푸라닐옥시, 테트라하이드로소-2-옥소-3-푸라닐옥시, 트리페닐메톡시 또는 디페닐-메톡시;(k) -OR12, 여기서 R12는 탄소수 3내지 6의 알케닐, 하나이상의 탄소수 1내지 4인 알킬그룹, -CH2CCl3또는 푸라닐메틸로 임의치환된 탄소수 5내지 7의 사이클로알킬이며; 또는 (1)탄소수 1 내지 6의 알콕시 또는 탄소수 7내지 10의 아르알콕시이며; n은 1 또는 2이며; W는 직쇄 또는 측쇄의 탄소수 1 내지 7 의 알킬렌이며; X는 시스 또는 트랜스형의 -CH=CH- 또는 -CH2CH2-이며; Y는 (i) 5 내지 8원이며 하나이상의 탄소수 1 내지 4의 알킬그룹으로 임의치환된 포화헤테로- 사이클릭아미노그룹(질소원자에 의해 사이클로펜탄환에 부착된다); 또는(ii)모르폴리노(단, Y가 모르폴리노이면, R1은 -OH 또는 그룹(1)이며, -(CH2)nXWCOR1그룹과 연결된 탄소원자는 R배위이다)이며; R2는 (i)(a) 페닐[탄소수 1내지 6의 알킬, 탄소수 5내지 7의 사이클로알킬, 페닐알킬(알킬부위의 탄소수는 1내지 5이다), 티에닐, 페닐(탄소수 1 내지 4의 알킬, 탄소수 1 내지 4의 알콕시 또는 페닐로 임의 치환됨), 벤조일(탄소수 1 내지 4의 알킬, 탄소수 1 내지 4의 알콕시, 할로겐 , 트리-플루오르메틸 똔느 페닐로 임의 치환됨) 또는 탄소수 5 내지 7의 사이클로알카노일로 임의 치환된], (b) 티에닐[탄소수 1 내지 6의 알킬, 탄소수 1내지 6의 알콕시, 탄소수 5내지 7의 사이클로알킬 또는 페닐(탄소수 1 내지 3의 알킬, 탄소수 1 내지 3의 알콕시 또는 할로겐으로 임의 치환됨)로 임의 치환됨], 또는 (c) 탄소수 1 내지 5의 알킬, 또는 (ii) 벤조일로 임의 치환된 신나밀이다.
- 제1항에 있어서, 생성물의 X가 시스 -CH=CH-인 제조방법
- 제1 또는 2항에 있어서, 생성물의 n이 2이며 w는 -CH2CH2- 또는 -CH2CH2CH2CH2인 제조방법.
- 전술한 항중의 어느하나에 있어, 생성물의 R1은 -OH, -OCH3, -OCH2OCOCH2, -OCH2SCH2, -OCH2CH2CH2NHCOCH2,-OCH2CONH2, 4-아세트아미도펜옥시 또는 알릴옥시인 제조방법.
- 전술한 항중의 어느 하나에 있어서, 생성물의 R2가 벤질그룹이며, 이의 페닐부위는 티에닐 또는 페닐(이는 탄소수 1내지 4의 알킬 또는 탄소수 1내지 4의 알콕시로 임의 치환됨)로 치환된 제조방법
- 제1항에 있어서, 생성물이 일반식(1)[R1이 -OH, -OCH3, -OCH2OCOCH2, -OCH2SCH2, -OCH2CH2CH2NHCOCH2, -OCH2CONH2, 4-아세트아미도펜옥시 또는 아릴옥시이며; w는 -CH2CH2-이며; n은 2이고; X는 시스-CH=CH이며; Y는 피페리디노 또는 모르폴리노(단Y가 모르폴리노이고 R1이 -OH 또는 -OCH3이면 -(CH2)nXWCOR1그룹과 연결된 탄소원자는 R-배위이다)이며; R2는 페닐그룹이 페닐, 톨릴 또는 메톡시페닐로 치환된 벤질이다] 또는 그의 생리학적으로 허용되는 염 또는 용매화물인 제조방법.
- 전술한 항중의 어느 하나에 있어, 생성물의 Y가 피페리디노인 제조방법.
- 전술한 항중의 어느 하나에 있어, 생성물의 R1이 -OH인 제조방법.
- 전술한 항중의 어느 하나에 있어, 생성물의 -(CH2)nXWCOR1그룹과 연결된 탄소원자가 R-배위인 제조방법.
- 제1항에 있어, 생성물이 [1α(Z),2β,3β,5α]-(±)-7-[5-[[(1,1'-비페닐)-4-일]메톡시]-3-하이드록시-2-(1-피페리디닐)사이클로펜틸]-4-헵테노산 또는 그의 생리학적으로 허용되는 염 또는 용매화물인 제조방법.
- 제1항에 있어, 생성물이 [1R-[1α(Z),2β,3β,5α]-(+)-7-[5-[[(1,1'-비페닐)-4-일]메톡시]-3-하이드록시-2-(1-피페리디닐)사이클로펜틸]-4-헵테노산 또는 그의 생리학적으로 허용되는 염 또는 용매화물인 제조방법.
- 제11항에 있어, 생성물이 상기 화합물이 염산염인 제조방법.
- 제1항에 있어서, 생성물이 [1R-[1α(Z),2β,3β,5α]-(+)-7-[5-[[(1,1'-비페닐)-4-일]메톡시]-3-하이드록시-2-(4-모르폴리닐)-사이클로펜틸]-4-헵테노산 또는 그의 생리학적으로 허용되는 염 또는 용매화물인 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8132675 | 1981-10-29 | ||
| GB8132675 | 1981-10-29 | ||
| GB8212489 | 1982-04-29 | ||
| GB8212489 | 1982-04-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840001970A true KR840001970A (ko) | 1984-06-07 |
| KR870001026B1 KR870001026B1 (ko) | 1987-05-25 |
Family
ID=26281113
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8204870A KR870001026B1 (ko) | 1981-10-29 | 1982-10-28 | 아미노 사이클로펜탄산 및 에스테르의 제조방법 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4482549A (ko) |
| KR (1) | KR870001026B1 (ko) |
| FI (1) | FI77242C (ko) |
| GR (1) | GR77728B (ko) |
| IL (1) | IL67041A (ko) |
| PH (1) | PH18473A (ko) |
| PT (1) | PT75762A (ko) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100373439B1 (ko) * | 1998-08-27 | 2003-05-17 | 서완용 | 원거리전화단선체크장치 |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8307099D0 (en) * | 1983-03-15 | 1983-04-20 | Glaxo Group Ltd | Carbocyclic compounds |
| LU85528A1 (fr) * | 1983-09-06 | 1985-04-29 | Glaxo Group Ltd | Aminocyclopentanes et leur procede de preparation |
| GB8601985D0 (en) * | 1986-01-28 | 1986-03-05 | Glaxo Group Ltd | Chemical process |
| GB8625326D0 (en) * | 1986-10-22 | 1986-11-26 | Glaxo Group Ltd | Medicaments |
| US5371096A (en) * | 1993-08-27 | 1994-12-06 | Ciba-Geigy Corporation | (3-pyridyl)tetrafuran-2-yl substituted carboxylic acids |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4189606A (en) * | 1976-02-23 | 1980-02-19 | Gruppo Lepetit S.P.A. | 13-Azaprostaglandins |
| GB1553293A (en) * | 1976-02-23 | 1979-09-26 | Lepetit Spa | Azaprostaglandins |
| DE2927855A1 (de) * | 1978-07-11 | 1980-03-20 | Glaxo Group Ltd | Prostanoid-verbindungen |
| US4239778A (en) * | 1978-09-12 | 1980-12-16 | The University Of Illinois Foundation | Azaprostanoic acid analogs and their use as inhibitors of platelet aggregation |
| JPS5718671A (en) * | 1980-04-30 | 1982-01-30 | Glaxo Group Ltd | Aminocyclopentane alkenoic acid and esters thereof,manufacture and drug composition |
| US4371530A (en) * | 1980-07-04 | 1983-02-01 | Glaxo Group Limited | Aminocyclopentanone amides and pharmaceutical formulation |
| DE3162659D1 (en) * | 1980-07-22 | 1984-04-19 | Ono Pharmaceutical Co | 9,11-methano-13-aza-11a-carbathrombanoic acid analogues and pharmaceutical use thereof |
-
1982
- 1982-10-21 IL IL67041A patent/IL67041A/xx unknown
- 1982-10-26 GR GR69649A patent/GR77728B/el unknown
- 1982-10-28 PH PH28058A patent/PH18473A/en unknown
- 1982-10-28 FI FI823690A patent/FI77242C/fi not_active IP Right Cessation
- 1982-10-28 PT PT75762A patent/PT75762A/pt unknown
- 1982-10-28 KR KR8204870A patent/KR870001026B1/ko active
-
1984
- 1984-02-08 US US06/578,014 patent/US4482549A/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100373439B1 (ko) * | 1998-08-27 | 2003-05-17 | 서완용 | 원거리전화단선체크장치 |
Also Published As
| Publication number | Publication date |
|---|---|
| PT75762A (en) | 1982-11-01 |
| GR77728B (ko) | 1984-09-25 |
| FI77242C (fi) | 1989-02-10 |
| FI77242B (fi) | 1988-10-31 |
| FI823690A0 (fi) | 1982-10-28 |
| PH18473A (en) | 1985-07-18 |
| IL67041A (en) | 1988-03-31 |
| KR870001026B1 (ko) | 1987-05-25 |
| US4482549A (en) | 1984-11-13 |
| IL67041A0 (en) | 1983-02-23 |
| FI823690L (fi) | 1983-04-30 |
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