4-oxo-4-(phenylmethoxy)butyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<(phenylmethoxy)carbonyl>amino>propanoyl>amino>butanoate

Base Information

• Chemical Name: 4-oxo-4-(phenylmethoxy)butyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<(phenylmethoxy)carbonyl>amino>propanoyl>amino>butanoate
• CAS No.: 134848-75-2
• Molecular Formula: C₃₇H₅₁N₃O₁₀
• Molecular Weight: 697.826

Synonyms:4-oxo-4-(phenylmethoxy)butyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<(phenylmethoxy)carbonyl>amino>propanoyl>amino>butanoate

Chemical Property of 4-oxo-4-(phenylmethoxy)butyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<(phenylmethoxy)carbonyl>amino>propanoyl>amino>butanoate

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Technology Process of 4-oxo-4-(phenylmethoxy)butyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<(phenylmethoxy)carbonyl>amino>propanoyl>amino>butanoate

There total 3 articles about 4-oxo-4-(phenylmethoxy)butyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<(phenylmethoxy)carbonyl>amino>propanoyl>amino>butanoate 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:

3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine (65710-57-8,81306-93-6) + (2R,3S)-3-Amino-4-cyclohexyl-2-hydroxy-butyric acid 3-benzyloxycarbonyl-propyl ester → 4-oxo-4-(phenylmethoxy)butyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<(phenylmethoxy)carbonyl>amino>propanoyl>amino>butanoate (134848-75-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; Yield given;

DOI:10.1021/jm00113a005

Reference yield:

benzyl 4-hydroxybutanoate (91970-62-6) → 4-oxo-4-(phenylmethoxy)butyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<(phenylmethoxy)carbonyl>amino>propanoyl>amino>butanoate (134848-75-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / 4-(dimethylamino)pyridine (DMAP), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / CH₂Cl₂ / 0 °C

2: TFA / CH₂Cl₂ / Ambient temperature

3: hydroxybenzotriazole monohydrate (HOBt), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (ECD) / CH₂Cl₂ / 0 - 20 °C

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00113a005

Reference yield:

4-oxo-4-(phenylmethoxy)butyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarboxylate (134879-38-2) → 4-oxo-4-(phenylmethoxy)butyl (2R,3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<(phenylmethoxy)carbonyl>amino>propanoyl>amino>butanoate (134848-75-2)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / Ambient temperature

2: hydroxybenzotriazole monohydrate (HOBt), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (ECD) / CH₂Cl₂ / 0 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00113a005

upstream raw materials:

3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine

benzyl 4-hydroxybutanoate

4-oxo-4-(phenylmethoxy)butyl (4S,5R)-4-(cyclohexylmethyl)-2,2-dimethyl-3-<(1,1-dimethylethoxy)carbonyl>-5-oxazolidinecarboxylate

Downstream raw materials:

(3R,4S,7S)-4-(cyclohexylmethyl)-7-<-L-phenylalanyl>amino>-3-hydroxy-2,6,10-trioxo-1-oxa-5,9-diazacyclotridecane

(3R,4S,7S)-4-(cyclohexylmethyl)-7-<<(1,1-dimethylethoxy)carbonyl>amino>-3-hydroxy-2,6,10-trioxo-1-oxa-5,9-diazacyclotridecane

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