SU535900A4 - Способ получени д-пеницилламина - Google Patents
Способ получени д-пеницилламинаInfo
- Publication number
- SU535900A4 SU535900A4 SU1973450A SU1973450A SU535900A4 SU 535900 A4 SU535900 A4 SU 535900A4 SU 1973450 A SU1973450 A SU 1973450A SU 1973450 A SU1973450 A SU 1973450A SU 535900 A4 SU535900 A4 SU 535900A4
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- penicillamine
- mol
- norephedrine
- formylisopropylidene
- yield
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 8
- 229960001639 penicillamine Drugs 0.000 title description 8
- VVNCNSJFMMFHPL-VKHMYHEASA-N D-penicillamine Chemical compound CC(C)(S)[C@@H](N)C(O)=O VVNCNSJFMMFHPL-VKHMYHEASA-N 0.000 title description 2
- DLNKOYKMWOXYQA-CBAPKCEASA-N (-)-norephedrine Chemical compound C[C@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-CBAPKCEASA-N 0.000 description 12
- VVNCNSJFMMFHPL-GSVOUGTGSA-N L-penicillamine Chemical compound CC(C)(S)[C@H](N)C(O)=O VVNCNSJFMMFHPL-GSVOUGTGSA-N 0.000 description 11
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 4
- LJRDOKAZOAKLDU-UDXJMMFXSA-N (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-[(2r,3s,4r,5s)-5-[(1r,2r,3s,5r,6s)-3,5-diamino-2-[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric ac Chemical compound OS(O)(=O)=O.N[C@@H]1[C@@H](O)[C@H](O)[C@H](CN)O[C@@H]1O[C@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](N)C[C@@H](N)[C@@H]2O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)N)O[C@@H]1CO LJRDOKAZOAKLDU-UDXJMMFXSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- DLNKOYKMWOXYQA-UHFFFAOYSA-N dl-pseudophenylpropanolamine Natural products CC(N)C(O)C1=CC=CC=C1 DLNKOYKMWOXYQA-UHFFFAOYSA-N 0.000 description 2
- DLNKOYKMWOXYQA-APPZFPTMSA-N phenylpropanolamine Chemical compound C[C@@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-APPZFPTMSA-N 0.000 description 2
- 229960000395 phenylpropanolamine Drugs 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UCTWMZQNUQWSLP-VIFPVBQESA-N (R)-adrenaline Chemical compound CNC[C@H](O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-VIFPVBQESA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 125000003047 N-acetyl group Chemical class 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 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)
- Medicines Containing Plant Substances (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2258411A DE2258411C3 (de) | 1972-11-29 | 1972-11-29 | Verfahren zur Gewinnung von D-Penicillamin |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU501669 Addition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU535900A4 true SU535900A4 (ru) | 1976-11-15 |
Family
ID=5863013
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1973450A SU535900A4 (ru) | 1972-11-29 | 1973-11-28 | Способ получени д-пеницилламина |
Country Status (24)
| Country | Link |
|---|---|
| JP (1) | JPS5512423B2 (enExample) |
| AR (1) | AR203731A1 (enExample) |
| BE (1) | BE806378R (enExample) |
| BR (1) | BR7309342D0 (enExample) |
| CA (1) | CA1003853A (enExample) |
| CH (1) | CH590182A5 (enExample) |
| CS (1) | CS183693B2 (enExample) |
| DD (1) | DD109215A6 (enExample) |
| DE (1) | DE2258411C3 (enExample) |
| DK (1) | DK146414C (enExample) |
| ES (1) | ES418693A2 (enExample) |
| FI (1) | FI56965C (enExample) |
| FR (1) | FR2207886B2 (enExample) |
| GB (1) | GB1413038A (enExample) |
| HU (1) | HU168379B (enExample) |
| IE (1) | IE38489B1 (enExample) |
| IL (1) | IL43567A (enExample) |
| IT (1) | IT1045950B (enExample) |
| NL (1) | NL163786C (enExample) |
| NO (1) | NO138948C (enExample) |
| RO (1) | RO71923A7 (enExample) |
| SE (1) | SE382048B (enExample) |
| SU (1) | SU535900A4 (enExample) |
| ZA (1) | ZA738498B (enExample) |
-
1972
- 1972-11-29 DE DE2258411A patent/DE2258411C3/de not_active Expired
-
1973
- 1973-03-14 HU HUDE811A patent/HU168379B/hu unknown
- 1973-09-12 ES ES418693A patent/ES418693A2/es not_active Expired
- 1973-09-20 NO NO3693/73A patent/NO138948C/no 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/fi active
- 1973-10-22 BE BE6044338A patent/BE806378R/xx not_active IP Right Cessation
- 1973-10-23 AR AR250649A patent/AR203731A1/es active
- 1973-10-31 GB GB5061473A patent/GB1413038A/en not_active Expired
- 1973-11-05 ZA ZA738498A patent/ZA738498B/xx unknown
- 1973-11-05 IL IL43567A patent/IL43567A/en unknown
- 1973-11-05 IE IE1989/73A patent/IE38489B1/xx unknown
- 1973-11-23 IT IT53884/73A patent/IT1045950B/it active
- 1973-11-27 DK DK638973A patent/DK146414C/da not_active IP Right Cessation
- 1973-11-27 JP JP13297873A patent/JPS5512423B2/ja not_active Expired
- 1973-11-27 FR FR7342210A patent/FR2207886B2/fr not_active Expired
- 1973-11-28 BR BR9342/73A patent/BR7309342D0/pt unknown
- 1973-11-28 RO RO7376809A patent/RO71923A7/ro unknown
- 1973-11-28 SE SE7316110A patent/SE382048B/xx unknown
- 1973-11-28 CS CS7300008188A patent/CS183693B2/cs unknown
- 1973-11-28 SU SU1973450A patent/SU535900A4/ru active
- 1973-11-29 CA CA186,936A patent/CA1003853A/en not_active Expired
- 1973-11-29 NL NL7316344.A patent/NL163786C/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IT1045950B (it) | 1980-06-10 |
| AU6244773A (en) | 1975-05-15 |
| NO138948B (no) | 1978-09-04 |
| FI56965C (fi) | 1980-05-12 |
| CS183693B2 (en) | 1978-07-31 |
| NO138948C (no) | 1978-12-13 |
| IL43567A (en) | 1976-04-30 |
| DE2258411B2 (de) | 1980-01-24 |
| CH590182A5 (enExample) | 1977-07-29 |
| BE806378R (fr) | 1974-02-15 |
| AR203731A1 (es) | 1975-10-15 |
| FR2207886A2 (enExample) | 1974-06-21 |
| FI56965B (fi) | 1980-01-31 |
| FR2207886B2 (enExample) | 1978-01-06 |
| DK146414C (da) | 1984-03-12 |
| IE38489B1 (en) | 1978-03-29 |
| ES418693A2 (es) | 1977-11-01 |
| IE38489L (en) | 1974-05-29 |
| NL163786C (nl) | 1980-10-15 |
| JPS5512423B2 (enExample) | 1980-04-02 |
| BR7309342D0 (pt) | 1974-08-29 |
| NL163786B (nl) | 1980-05-16 |
| ZA738498B (en) | 1974-10-30 |
| SE382048B (sv) | 1976-01-12 |
| DE2258411C3 (de) | 1981-01-22 |
| JPS4982627A (enExample) | 1974-08-08 |
| DD109215A6 (enExample) | 1974-10-20 |
| DE2258411A1 (de) | 1974-06-06 |
| DK146414B (da) | 1983-10-03 |
| CA1003853A (en) | 1977-01-18 |
| HU168379B (enExample) | 1976-04-28 |
| GB1413038A (en) | 1975-11-05 |
| RO71923A7 (ro) | 1981-07-30 |
| NL7316344A (enExample) | 1974-05-31 |
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