IL43567A - The preparation of d-penicillamine - Google Patents
The preparation of d-penicillamineInfo
- Publication number
- IL43567A IL43567A IL43567A IL4356773A IL43567A IL 43567 A IL43567 A IL 43567A IL 43567 A IL43567 A IL 43567A IL 4356773 A IL4356773 A IL 4356773A IL 43567 A IL43567 A IL 43567A
- Authority
- IL
- Israel
- Prior art keywords
- penicillamine
- norephedrine
- salt
- acid
- preparation
- Prior art date
Links
- 229960001639 penicillamine Drugs 0.000 title claims abstract 5
- VVNCNSJFMMFHPL-VKHMYHEASA-N D-penicillamine Chemical compound CC(C)(S)[C@@H](N)C(O)=O VVNCNSJFMMFHPL-VKHMYHEASA-N 0.000 title claims 3
- 150000003839 salts Chemical class 0.000 claims abstract 4
- DLNKOYKMWOXYQA-CBAPKCEASA-N (-)-norephedrine Chemical compound C[C@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-CBAPKCEASA-N 0.000 claims abstract 3
- VVNCNSJFMMFHPL-UHFFFAOYSA-N penicillamine Chemical compound CC(C)(S)C(N)C(O)=O VVNCNSJFMMFHPL-UHFFFAOYSA-N 0.000 claims abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
- DLNKOYKMWOXYQA-UHFFFAOYSA-N dl-pseudophenylpropanolamine Natural products CC(N)C(O)C1=CC=CC=C1 DLNKOYKMWOXYQA-UHFFFAOYSA-N 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- DLNKOYKMWOXYQA-APPZFPTMSA-N phenylpropanolamine Chemical compound C[C@@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-APPZFPTMSA-N 0.000 claims 2
- 229960000395 phenylpropanolamine Drugs 0.000 claims 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- 235000011054 acetic acid Nutrition 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims 1
- VVNCNSJFMMFHPL-GSVOUGTGSA-N L-penicillamine Chemical compound CC(C)(S)[C@H](N)C(O)=O VVNCNSJFMMFHPL-GSVOUGTGSA-N 0.000 abstract 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 abstract 1
- 229910052709 silver Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/04—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D277/06—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
1413038 Process for D- and L-penicillamine DEUTSCHE GOLD-UND SILBER SCHEIDEANSTALT 31 Oct 1973 [29 Nov 1972] 50614/73 Addition to 1394855 Heading C2C D-penicillamine (and optionally L-penicillamine) is obtained by resolving protected D,L- penicillamine using l-norephedrine in the form of a salt as optically active base; N-formylisopropylidene-D-penicillamine and D-N-formyl- 2,2 - pentamethylene - 5,5 - dimethyl - thiazolidine- 4-carboxylic acid are isolated as well as the adducts of these two compounds with l-norephedrine.
[GB1413038A]
Claims (5)
1. A process for obtaining D-penicillamine by .resolution ;¾ of suitably protected D,L-penicillamine using 1-norephedrine in the form of a salt as optically active base.
2. A process as claimed in Claim 1, wherein the norephedrine is' used as a salt of a sulphonic acid or carboxylic acid.
3. A process as claimed in Claim 2 , wherein the norephedrine is used as a salt of formic acid, acetic acid or propionic acid.
4. . A process for the resolution ·; of D,L-penicillamine substantially as herebefore described with reference to any of the Examples.
5. D-penicillamine when obtained by a process as claimed in any of Claims 1 to Jj,
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2258411A DE2258411C3 (en) | 1972-11-29 | 1972-11-29 | Process for obtaining D-penicillamine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL43567A true IL43567A (en) | 1976-04-30 |
Family
ID=5863013
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL43567A IL43567A (en) | 1972-11-29 | 1973-11-05 | The preparation of d-penicillamine |
Country Status (24)
| Country | Link |
|---|---|
| JP (1) | JPS5512423B2 (en) |
| AR (1) | AR203731A1 (en) |
| BE (1) | BE806378R (en) |
| BR (1) | BR7309342D0 (en) |
| CA (1) | CA1003853A (en) |
| CH (1) | CH590182A5 (en) |
| CS (1) | CS183693B2 (en) |
| DD (1) | DD109215A6 (en) |
| DE (1) | DE2258411C3 (en) |
| DK (1) | DK146414C (en) |
| ES (1) | ES418693A2 (en) |
| FI (1) | FI56965C (en) |
| FR (1) | FR2207886B2 (en) |
| GB (1) | GB1413038A (en) |
| HU (1) | HU168379B (en) |
| IE (1) | IE38489B1 (en) |
| IL (1) | IL43567A (en) |
| IT (1) | IT1045950B (en) |
| NL (1) | NL163786C (en) |
| NO (1) | NO138948C (en) |
| RO (1) | RO71923A7 (en) |
| SE (1) | SE382048B (en) |
| SU (1) | SU535900A4 (en) |
| ZA (1) | ZA738498B (en) |
-
1972
- 1972-11-29 DE DE2258411A patent/DE2258411C3/en not_active Expired
-
1973
- 1973-03-14 HU HUDE811A patent/HU168379B/hu unknown
- 1973-09-12 ES ES418693A patent/ES418693A2/en not_active Expired
- 1973-09-20 NO NO3693/73A patent/NO138948C/en unknown
- 1973-09-24 DD DD173640A patent/DD109215A6/xx unknown
- 1973-09-25 CH CH1372973A patent/CH590182A5/xx not_active IP Right Cessation
- 1973-10-11 FI FI3151/73A patent/FI56965C/en active
- 1973-10-22 BE BE6044338A patent/BE806378R/en not_active IP Right Cessation
- 1973-10-23 AR AR250649A patent/AR203731A1/en active
- 1973-10-31 GB GB5061473A patent/GB1413038A/en not_active Expired
- 1973-11-05 IE IE1989/73A patent/IE38489B1/en unknown
- 1973-11-05 IL IL43567A patent/IL43567A/en unknown
- 1973-11-05 ZA ZA738498A patent/ZA738498B/en unknown
- 1973-11-23 IT IT53884/73A patent/IT1045950B/en active
- 1973-11-27 FR FR7342210A patent/FR2207886B2/fr not_active Expired
- 1973-11-27 JP JP13297873A patent/JPS5512423B2/ja not_active Expired
- 1973-11-27 DK DK638973A patent/DK146414C/en not_active IP Right Cessation
- 1973-11-28 SU SU1973450A patent/SU535900A4/en active
- 1973-11-28 CS CS7300008188A patent/CS183693B2/en unknown
- 1973-11-28 RO RO7376809A patent/RO71923A7/en unknown
- 1973-11-28 SE SE7316110A patent/SE382048B/en unknown
- 1973-11-28 BR BR9342/73A patent/BR7309342D0/en unknown
- 1973-11-29 NL NL7316344.A patent/NL163786C/en not_active IP Right Cessation
- 1973-11-29 CA CA186,936A patent/CA1003853A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL163786C (en) | 1980-10-15 |
| IE38489B1 (en) | 1978-03-29 |
| CS183693B2 (en) | 1978-07-31 |
| BE806378R (en) | 1974-02-15 |
| GB1413038A (en) | 1975-11-05 |
| NL163786B (en) | 1980-05-16 |
| BR7309342D0 (en) | 1974-08-29 |
| NO138948B (en) | 1978-09-04 |
| CA1003853A (en) | 1977-01-18 |
| JPS4982627A (en) | 1974-08-08 |
| FR2207886B2 (en) | 1978-01-06 |
| SU535900A4 (en) | 1976-11-15 |
| FI56965C (en) | 1980-05-12 |
| DD109215A6 (en) | 1974-10-20 |
| NO138948C (en) | 1978-12-13 |
| AU6244773A (en) | 1975-05-15 |
| IT1045950B (en) | 1980-06-10 |
| RO71923A7 (en) | 1981-07-30 |
| FI56965B (en) | 1980-01-31 |
| DE2258411A1 (en) | 1974-06-06 |
| DK146414B (en) | 1983-10-03 |
| DE2258411B2 (en) | 1980-01-24 |
| JPS5512423B2 (en) | 1980-04-02 |
| NL7316344A (en) | 1974-05-31 |
| ES418693A2 (en) | 1977-11-01 |
| DK146414C (en) | 1984-03-12 |
| SE382048B (en) | 1976-01-12 |
| DE2258411C3 (en) | 1981-01-22 |
| IE38489L (en) | 1974-05-29 |
| AR203731A1 (en) | 1975-10-15 |
| ZA738498B (en) | 1974-10-30 |
| CH590182A5 (en) | 1977-07-29 |
| FR2207886A2 (en) | 1974-06-21 |
| HU168379B (en) | 1976-04-28 |
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