1-Pyrrolidinecarboxylic acid, 4-mercapto-2-[4-[[[[(4-nitrophenyl)methoxy]carbonyl]amino]methyl]-2-thi azolyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 4-mercapto-2-[4-[[[[(4-nitrophenyl)methoxy]carbonyl]amino]methyl]-2-thi azolyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-
CAS No.:496048-86-3
Molecular Formula:C₂₄H₂₃N₅O₈S₂
Molecular Weight:573.607
Hs Code.:

1-Pyrrolidinecarboxylic acid,
4-mercapto-2-[4-[[[[(4-nitrophenyl)methoxy]carbonyl]amino]methyl]-2-thi
azolyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 4-mercapto-2-[4-[[[[(4-nitrophenyl)methoxy]carbonyl]amino]methyl]-2-thi azolyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-

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Technology Process of 1-Pyrrolidinecarboxylic acid, 4-mercapto-2-[4-[[[[(4-nitrophenyl)methoxy]carbonyl]amino]methyl]-2-thi azolyl]-, (4-nitrophenyl)methyl ester, (2S,4S)-

There total 12 articles about 1-Pyrrolidinecarboxylic acid, 4-mercapto-2-[4-[[[[(4-nitrophenyl)methoxy]carbonyl]amino]methyl]-2-thi azolyl]-, (4-nitrophenyl)methyl ester, (2S,4S)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: (2S,4S)-4-Acetylsulfanyl-2-{4-[(4-nitro-benzyloxycarbonylamino)-methyl]-thiazol-2-yl}-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

: 496048-86-3
(2S,4S)-4-mercapto-2-[4-(p-nitrobenzyloxycarbonylaminomethylthiazol-2-yl)]-1-(p-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: With sodium hydroxide; In methanol; cooling;
DOI:10.1016/S0223-5234(02)01397-1

Reference yield:

: 2-[(2S,4R)-4-Hydroxy-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-2-yl]-thiazole-4-carboxylic acid ethyl ester

: 496048-86-3
(2S,4S)-4-mercapto-2-[4-(p-nitrobenzyloxycarbonylaminomethylthiazol-2-yl)]-1-(p-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 10 steps

1: 3.93 g / imidazole / dimethylformamide / 1.5 h / 20 °C

2: NaBH₄ / ethanol / 6 h / 0 °C

3: 4.11 g / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: dimethylformamide / 1 h / 100 °C

5: 1.36 g / hydrazine hydrate / CH₂Cl₂; methanol / 5 h / 60 °C

6: 94.2 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

7: TBAF / tetrahydrofuran / 2 h / 20 °C

8: 0.80 g / Et₃N / CH₂Cl₂ / 1 h / 0 °C

9: dimethylformamide; toluene / 70 °C

10: aq. NaOH / methanol / cooling

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; tetrabutyl ammonium fluoride; hydrazine hydrate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0223-5234(02)01397-1

Reference yield:

: 496048-61-4
(2S,4R)-4-benzoyloxy-2-thiocarbamoyl-1-(p-nitrobenzyloxycarbonyl)pyrrolidine

: 496048-86-3
(2S,4S)-4-mercapto-2-[4-(p-nitrobenzyloxycarbonylaminomethylthiazol-2-yl)]-1-(p-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 12 steps

1: 89.2 percent / ethanol / 20 h / 20 °C

2: KOH / methanol / 2 h / cooling

3: 3.93 g / imidazole / dimethylformamide / 1.5 h / 20 °C

4: NaBH₄ / ethanol / 6 h / 0 °C

5: 4.11 g / Et₃N / CH₂Cl₂ / 1 h / 0 °C

6: dimethylformamide / 1 h / 100 °C

7: 1.36 g / hydrazine hydrate / CH₂Cl₂; methanol / 5 h / 60 °C

8: 94.2 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

9: TBAF / tetrahydrofuran / 2 h / 20 °C

10: 0.80 g / Et₃N / CH₂Cl₂ / 1 h / 0 °C

11: dimethylformamide; toluene / 70 °C

12: aq. NaOH / methanol / cooling

With 1H-imidazole; potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; tetrabutyl ammonium fluoride; hydrazine hydrate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0223-5234(02)01397-1