(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester

Base Information

• Chemical Name: (S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester
• CAS No.: 566939-14-8
• Molecular Formula: C₄₅H₅₄N₄O₈S
• Molecular Weight: 811.012

Synonyms:(S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester

Chemical Property of (S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester

Chemical Property:

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Technology Process of (S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester

There total 8 articles about (S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-3-phenyl-propyl 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:

1-Naphthoxyacetic acid (2976-75-2) + (S)-2-Amino-3-methyl-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester → (S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester (566939-14-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0968-0896(02)00322-X

Reference yield:

(2S,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutanoic acid (62023-65-8,76498-21-0,77171-41-6,82848-28-0,105181-72-4,116661-86-0) → (S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester (566939-14-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 7.97 g / EDC*HCl; HOBt; Et₃N / dimethylformamide / 20 °C

2: 4 N HCl / dioxane / 2 h / 20 °C

3: 1.91 g / Et₃N / dimethylformamide / 20 °C

4: 93 percent / DCC; DMAP / CH₂Cl₂; dimethylformamide / 20 °C

5: 4 N HCl / dioxane / 2 h / 20 °C

6: 459 mg / EDC*HCl; HOBt; Et₃N / dimethylformamide / 20 °C

With hydrogenchloride; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00322-X

Reference yield:

(R)-N-tert-butyl-5,5-dimethyl-1,3-thiazolidine-4-carboxamide (158941-58-3) → (S)-3-Methyl-2-[2-(naphthalen-1-yloxy)-acetylamino]-butyric acid (1S,2S)-2-benzyloxycarbonylamino-1-((R)-4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-3-phenyl-propyl ester (566939-14-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 7.97 g / EDC*HCl; HOBt; Et₃N / dimethylformamide / 20 °C

2: 4 N HCl / dioxane / 2 h / 20 °C

3: 1.91 g / Et₃N / dimethylformamide / 20 °C

4: 93 percent / DCC; DMAP / CH₂Cl₂; dimethylformamide / 20 °C

5: 4 N HCl / dioxane / 2 h / 20 °C

6: 459 mg / EDC*HCl; HOBt; Et₃N / dimethylformamide / 20 °C

With hydrogenchloride; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00322-X

upstream raw materials:

1-Naphthoxyacetic acid

(2S,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutanoic acid

(R)-N-tert-butyl-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

(R)-4-tert-Butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester

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