DE2040889A1 - Verfahren zur Herstellung von neuen D-Sorbit-Derivaten - Google Patents
Verfahren zur Herstellung von neuen D-Sorbit-DerivatenInfo
- Publication number
- DE2040889A1 DE2040889A1 DE19702040889 DE2040889A DE2040889A1 DE 2040889 A1 DE2040889 A1 DE 2040889A1 DE 19702040889 DE19702040889 DE 19702040889 DE 2040889 A DE2040889 A DE 2040889A DE 2040889 A1 DE2040889 A1 DE 2040889A1
- Authority
- DE
- Germany
- Prior art keywords
- sorbitol
- isopropylidene
- dihalo
- dide
- dideoxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 10
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical class OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 title claims description 3
- 229960002920 sorbitol Drugs 0.000 claims description 18
- 238000002360 preparation method Methods 0.000 claims description 5
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 3
- 125000006239 protecting group Chemical group 0.000 claims description 3
- 239000000945 filler Substances 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- 239000007924 injection Substances 0.000 claims description 2
- 238000002347 injection Methods 0.000 claims description 2
- 239000000600 sorbitol Substances 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims 3
- 239000013543 active substance Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- -1 Benzyliden- Chemical class 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 3
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 229910001502 inorganic halide Inorganic materials 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VFKZTMPDYBFSTM-JGWLITMVSA-N (2r,3s,4s,5s)-1,6-dibromohexane-2,3,4,5-tetrol Chemical compound BrC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CBr VFKZTMPDYBFSTM-JGWLITMVSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- VSJYBSKARROHOH-UHFFFAOYSA-N 1,6-diiodohexane-2,3,4,5-tetrol Chemical compound ICC(O)C(O)C(O)C(O)CI VSJYBSKARROHOH-UHFFFAOYSA-N 0.000 description 1
- OGFAWKRXZLGJSK-UHFFFAOYSA-N 1-(2,4-dihydroxyphenyl)-2-(4-nitrophenyl)ethanone Chemical compound OC1=CC(O)=CC=C1C(=O)CC1=CC=C([N+]([O-])=O)C=C1 OGFAWKRXZLGJSK-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- CHBXWKBYMCUOIW-OHMVJDTGSA-N IC(O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)I Chemical compound IC(O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)I CHBXWKBYMCUOIW-OHMVJDTGSA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- XONPDZSGENTBNJ-UHFFFAOYSA-N molecular hydrogen;sodium Chemical compound [Na].[H][H] XONPDZSGENTBNJ-UHFFFAOYSA-N 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- DDBREPKUVSBGFI-UHFFFAOYSA-N phenobarbital Chemical compound C=1C=CC=CC=1C1(CC)C(=O)NC(=O)NC1=O DDBREPKUVSBGFI-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
- C07D317/20—Free hydroxyl or mercaptan
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/34—Halogenated alcohols
- C07C31/42—Polyhydroxylic acyclic alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Saccharide Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUCI000918 | 1969-09-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2040889A1 true DE2040889A1 (de) | 1971-04-15 |
Family
ID=10994366
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702040889 Pending DE2040889A1 (de) | 1969-09-12 | 1970-08-18 | Verfahren zur Herstellung von neuen D-Sorbit-Derivaten |
Country Status (8)
| Country | Link |
|---|---|
| AT (1) | AT300845B (enExample) |
| CA (1) | CA946849A (enExample) |
| CH (1) | CH539036A (enExample) |
| DE (1) | DE2040889A1 (enExample) |
| FR (1) | FR2070690B1 (enExample) |
| GB (1) | GB1311368A (enExample) |
| SU (1) | SU366599A3 (enExample) |
| YU (1) | YU34783B (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0015652B1 (en) * | 1979-02-28 | 1983-01-19 | TATE & LYLE PUBLIC LIMITED COMPANY | 6-chloro-6-deoxy-d-hexitols, their esters, their preparation, fertility control compositions containing them and their use in a contraceptive method |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1079397A (en) * | 1965-01-13 | 1967-08-16 | Chinoin Gyogyszer Es Vegyeszet | 1,6-dibromo-1,6-dideoxy dulcitol and pharmaceutical compositions containing it |
-
1970
- 1970-08-18 DE DE19702040889 patent/DE2040889A1/de active Pending
- 1970-08-26 AT AT772170A patent/AT300845B/de not_active IP Right Cessation
- 1970-09-04 YU YU222370A patent/YU34783B/xx unknown
- 1970-09-08 GB GB4298270A patent/GB1311368A/en not_active Expired
- 1970-09-11 CH CH1356770A patent/CH539036A/de not_active IP Right Cessation
- 1970-09-11 FR FR7033155A patent/FR2070690B1/fr not_active Expired
- 1970-09-11 CA CA092,894A patent/CA946849A/en not_active Expired
- 1970-09-12 SU SU1482988A patent/SU366599A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| GB1311368A (en) | 1973-03-28 |
| SU366599A3 (enExample) | 1973-01-16 |
| FR2070690B1 (enExample) | 1974-08-30 |
| YU34783B (en) | 1980-03-15 |
| AT300845B (de) | 1972-08-10 |
| YU222370A (en) | 1979-09-10 |
| CA946849A (en) | 1974-05-07 |
| FR2070690A1 (enExample) | 1971-09-17 |
| CH539036A (de) | 1973-07-15 |
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