KR910016939A - 2r-벤질-크로만-6-카르브알데히드의 제조방법 및 그의 중간체 - Google Patents

2r-벤질-크로만-6-카르브알데히드의 제조방법 및 그의 중간체 Download PDF

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KR910016939A
KR910016939A KR1019910004388A KR910004388A KR910016939A KR 910016939 A KR910016939 A KR 910016939A KR 1019910004388 A KR1019910004388 A KR 1019910004388A KR 910004388 A KR910004388 A KR 910004388A KR 910016939 A KR910016939 A KR 910016939A
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chroman
alkyl
carboxylate
benzyl
compound
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KR1019910004388A
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KR940005601B1 (ko
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존 어번 프랭크
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화이자 인크
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    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/004—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction
    • 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
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • 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
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C07D311/66—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 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 in position 2

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pyrane Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

내용 없음

Description

2R-벤질-크로만-6-카르브알데히드의 제조 방법 및 그의 중간체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (9)

  1. 절대 입체 화학적 일반식이 하기와 같은 광학 활성 화합물.
    (식중 R은 CH2OH, CH2OSO2CF3또는 벤질기임)
  2. 제1항에 있어서, R이 CH2OH인 화합물.
  3. 제1항에 있어서, R이 CH2OSO2CF3인 화합물.
  4. 제1항에 있어서, R이 벤질인 화합물.
  5. (a) 형관균으로부터 유래된 미생물성 리파아제 촉매량 존재하에 (C1-C3)알킬 크로만-2-카르복실레이트 라세미체를 반응 불활성의 함수(含水) 용매중에서 부분적으로 가수분해하여, 상기 (C1-C3)알킬 2-R-크로만-2-카르복실레이트와 2S-크로만-2-카르복실산으로 이뤄진 혼합물을 형성하는 단계, 및 (b) 상기 혼합물로부터 상기 (C1-C3) 알킬 2R-크로만-2-카르복실레이트를 회수하는 단계로 이뤄짐을 특징으로 하는, 광학 활성인 (C1-C3) 알킬 2R-크로만-2-카르복실레이트의 제조방법.
  6. 제5항에 있어서, (C1-C3) 알킬기가 에틸기인 방법.
  7. 제5항에 있어서, (c) 상기 (C1-C3) 알킬 2R-크로만-2-카르복실레이트를 수소화물로 환원시켜 2R-(히드록시메틸)-크로만을형성하는 단계, (d) 상기 2R-(히드록시메틸) 크로만을 무수 트리플레이트와 반응시켜 2R-(트리플루오로메틸술포닐옥시메틸) 크로만을 형성하는 단계 및 (e) 상기 2R-(트리플루오로메틸술포닐옥시메틸) 크로만을 브롬화 제1구리 촉매량 존재하에서 브롬화 페닐 마그네슘과 반응시켜 2R-벤질크로만을 형성하는 단계를 추가로 포함하는 방법.
  8. 제6항에 있어서, (C1-C3) 알킬기가 에틸기인 방법.
  9. 제7항에 있어서, 상기 2R-벤질크로만을 옥시염화인 존재하에서 N-메틸-포름아닐라이드로 포르밀화시켜 2R-벤질크로만-6-카르브알데히드를 형성하는 단계를 추가로 포함하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개되는 것임.
KR1019910004388A 1990-03-21 1991-03-20 2r-벤질-크로만-6-카르브알데히드의 제조 방법 및 그의 중간체 KR940005601B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US496,737 1990-03-21
US07/496,737 US5089637A (en) 1990-03-21 1990-03-21 Process and intermediates for 2r-benzyl-chroman-6-carbaldehyde

Publications (2)

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KR910016939A true KR910016939A (ko) 1991-11-05
KR940005601B1 KR940005601B1 (ko) 1994-06-21

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US (1) US5089637A (ko)
EP (1) EP0448254B1 (ko)
JP (1) JPH0764838B2 (ko)
KR (1) KR940005601B1 (ko)
AT (1) ATE117299T1 (ko)
AU (1) AU620756B2 (ko)
CA (1) CA2038610C (ko)
DE (1) DE69106753T2 (ko)
DK (1) DK0448254T3 (ko)
ES (1) ES2067148T3 (ko)
FI (1) FI97385C (ko)
GR (1) GR3015390T3 (ko)
HU (1) HUT61603A (ko)
IE (1) IE64066B1 (ko)
IL (1) IL97549A0 (ko)
MY (1) MY106374A (ko)
NO (1) NO179680C (ko)
NZ (1) NZ237466A (ko)
PT (1) PT97070B (ko)
ZA (1) ZA912063B (ko)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5658796A (en) * 1995-06-07 1997-08-19 Seprachem, Inc. Optical resolution of alkyl chroman-2-carboxylates
EP1073762A1 (en) * 1998-04-28 2001-02-07 Novo Nordisk A/S Enzymatic resolvation for obtaining a (-)-3,4-trans-diarylchroman
US6184005B1 (en) 1998-04-28 2001-02-06 Novo Nordisk A/S Enzymatic resolvation for obtaining a (−)-3,4-trans-diarylchroman
JPWO2003040382A1 (ja) * 2001-11-09 2005-03-03 株式会社カネカ 光学活性クロマン誘導体の製造法および中間体
EP1634958B1 (en) * 2003-06-04 2009-02-18 Mitsubishi Gas Chemical Company, Inc. Method for producing optically active chroman-carboxylate
TW200716595A (en) * 2005-04-22 2007-05-01 Wyeth Corp Chromane and chromene derivatives and uses thereof
KR100784850B1 (ko) * 2006-10-19 2007-12-14 충북대학교 산학협력단 크로만-2-카복실산 아릴아마이드 유도체, 그 제조방법 및이를 포함하는 ＮＦ-κＢ 저해제
IT1402974B1 (it) 2010-11-30 2013-09-27 Menarini Int Operations Lu Sa Processo per la preparazione del nebivololo.
FR2986804A1 (fr) * 2012-02-09 2013-08-16 Servier Lab Procede de synthese enzymatique de l'acide (7s) 3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-triene 7-carboxylique ou de ses esters, et application a la synthese de l'ivabradine et de ses sels
US10010266B2 (en) 2013-03-15 2018-07-03 Airway Control Technologies, Llc Medical breathing apparatus

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4654362A (en) * 1983-12-05 1987-03-31 Janssen Pharmaceutica, N.V. Derivatives of 2,2'-iminobisethanol
KR930005004B1 (ko) * 1985-04-15 1993-06-11 쟈안센 파아마슈우티카 엔. 부이. 치환된 n-[(4-피페리디닐)알킬]이환 축합 옥사졸아민 및 티아졸아민의 제조방법
WO1986007056A1 (en) * 1985-05-21 1986-12-04 Pfizer Inc. Hypoglycemic thiazolidinediones
US5037747A (en) * 1988-01-26 1991-08-06 Hoffmann-La Roche Inc. Production of benzopyran-2-carboxylic acids and esters by enzymatic hydrolysis

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DE69106753D1 (de) 1995-03-02
NZ237466A (en) 1992-04-28
FI911356A0 (fi) 1991-03-20
EP0448254A3 (en) 1991-12-18
PT97070A (pt) 1991-10-31
NO911101D0 (no) 1991-03-19
US5089637A (en) 1992-02-18
EP0448254A2 (en) 1991-09-25
JPH04234871A (ja) 1992-08-24
ES2067148T3 (es) 1995-03-16
ZA912063B (en) 1992-10-28
NO911101L (no) 1991-09-23
AU7369691A (en) 1991-11-14
JPH0764838B2 (ja) 1995-07-12
AU620756B2 (en) 1992-02-20
PT97070B (pt) 2001-05-31
GR3015390T3 (en) 1995-06-30
NO179680C (no) 1996-11-27
CA2038610A1 (en) 1991-09-22
NO179680B (no) 1996-08-19
FI97385C (fi) 1996-12-10
IL97549A0 (en) 1992-06-21
EP0448254B1 (en) 1995-01-18
FI97385B (fi) 1996-08-30
CA2038610C (en) 1999-03-09
ATE117299T1 (de) 1995-02-15
KR940005601B1 (ko) 1994-06-21
IE64066B1 (en) 1995-07-12
HUT61603A (en) 1993-01-28
DK0448254T3 (da) 1995-03-20
IE910938A1 (en) 1991-09-25
FI911356A (fi) 1991-09-22
HU910939D0 (en) 1991-10-28
MY106374A (en) 1995-05-30
DE69106753T2 (de) 1995-05-18

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