{(S)-1-[(S)-2-((1S,2R)-1-Benzyl-3,3-difluoro-2-hydroxy-3-methylcarbamoyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-1-[(S)-2-((1S,2R)-1-Benzyl-3,3-difluoro-2-hydroxy-3-methylcarbamoyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester
• CAS No.: 191597-91-8
• Molecular Formula: C₂₇H₄₀F₂N₄O₆
• Molecular Weight: 554.635

Synonyms:

Chemical Property of {(S)-1-[(S)-2-((1S,2R)-1-Benzyl-3,3-difluoro-2-hydroxy-3-methylcarbamoyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of {(S)-1-[(S)-2-((1S,2R)-1-Benzyl-3,3-difluoro-2-hydroxy-3-methylcarbamoyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

There total 5 articles about {(S)-1-[(S)-2-((1S,2R)-1-Benzyl-3,3-difluoro-2-hydroxy-3-methylcarbamoyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic 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:

ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate (103322-57-2) → {(S)-1-[(S)-2-((1S,2R)-1-Benzyl-3,3-difluoro-2-hydroxy-3-methylcarbamoyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester (191597-91-8)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl / dioxane

2: bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et₃N

3: 100 percent / 1N aq. NaOH

4: EDCl, HOBt

With hydrogenchloride; sodium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane;

DOI:10.1016/S0960-894X(98)00131-0

Reference yield:

N-(tert-butyloxycarbonyl)-L-valyl-L-proline (23361-28-6) → {(S)-1-[(S)-2-((1S,2R)-1-Benzyl-3,3-difluoro-2-hydroxy-3-methylcarbamoyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester (191597-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et₃N

2: 100 percent / 1N aq. NaOH

3: EDCl, HOBt

With sodium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;

DOI:10.1016/S0960-894X(98)00131-0

Reference yield:

(3R,4S)-4-Amino-2,2-difluoro-3-hydroxy-5-phenyl-pentanoic acid ethyl ester (145293-59-0) → {(S)-1-[(S)-2-((1S,2R)-1-Benzyl-3,3-difluoro-2-hydroxy-3-methylcarbamoyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester (191597-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et₃N

2: 100 percent / 1N aq. NaOH

3: EDCl, HOBt

With sodium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;

DOI:10.1016/S0960-894X(98)00131-0

upstream raw materials:

methylamine

N-(tert-butyloxycarbonyl)-L-valyl-L-proline

ethyl 5-phenyl-4(S)-[(N-tert-butoxycarbonyl)amino]-2,2-difluoro-3(R)-hydroxypentanoate

(3R,4S)-4-Amino-2,2-difluoro-3-hydroxy-5-phenyl-pentanoic acid ethyl ester

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