(S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester

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Chemical Name:(S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester
CAS No.:205498-72-2
Molecular Formula:C₂₃H₃₄N₂O₅
Molecular Weight:418.533
Hs Code.:

Synonyms:(S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester

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Chemical Property of (S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester

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Technology Process of (S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester

There total 1 articles about (S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester 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: 84.0%

: 42417-65-2
Z-MeVal-OH

: 2812-46-6
proline tert-butyl ester

: 205498-72-2
(S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1039/c0cc01200a

Reference yield:

: 205498-72-2
(S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester

: 205498-76-6
(S)-1-((S)-2-{[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyryl)-pyrrolidine-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

2: 93 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

3: H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

4: 84 percent / diisopropylethylamine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/jm970800t

Reference yield:

: 205498-72-2
(S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester

: (S)-2-Amino-N-[(S)-1-((S)-2-{(S)-2-[(1R,2R)-1-methoxy-2-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-propyl]-pyrrolidine-1-carbonyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-3,N-dimethyl-butyramide

Guidance literature:: Multi-step reaction with 11 steps

1: 99 percent / H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

2: 93 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

3: H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

4: 84 percent / diisopropylethylamine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

5: 3N HCl / dioxane / 5 h

6: 82 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

7: 64 percent / HBr, AcOH / CH₂Cl₂ / 1 h

8: 92 percent / diisopropylethylamine, tris(dimethylamino)bromophosphonium hexahfluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

9: Et₂NH / dimethylformamide / 0.5 h / Ambient temperature

10: diisopropylethylamine, tris(dimethylamino)bromophosphonium hexahfluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

11: Et₂NH / dimethylformamide / 0.5 h / Ambient temperature

With hydrogenchloride; bromo-tris-dimethylamino-phosphonium hexafluorophosphate; hydrogen bromide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; diethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970800t