benzyl (2S,4S)-5-(2,2-dimethylpropanoyl)oxy-2-ethyl-4-[(4-phenoxybenzoyl)amino]pentanoate

Base Information

Chemical Name:benzyl (2S,4S)-5-(2,2-dimethylpropanoyl)oxy-2-ethyl-4-[(4-phenoxybenzoyl)amino]pentanoate
CAS No.:911051-01-9
Molecular Formula:C₃₂H₃₇NO₆
Molecular Weight:531.649
Hs Code.:

Synonyms:benzyl (2S,4S)-5-(2,2-dimethylpropanoyl)oxy-2-ethyl-4-[(4-phenoxybenzoyl)amino]pentanoate

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Chemical Property of benzyl (2S,4S)-5-(2,2-dimethylpropanoyl)oxy-2-ethyl-4-[(4-phenoxybenzoyl)amino]pentanoate

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Technology Process of benzyl (2S,4S)-5-(2,2-dimethylpropanoyl)oxy-2-ethyl-4-[(4-phenoxybenzoyl)amino]pentanoate

There total 4 articles about benzyl (2S,4S)-5-(2,2-dimethylpropanoyl)oxy-2-ethyl-4-[(4-phenoxybenzoyl)amino]pentanoate 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: 58.0%

: 911050-54-9
benzyl (2S,4S)-4-(tert-butoxycarbonyl)amino-5-(2,2-dimethylpropanoyl)oxy-2-ethylpentanoate

: 2215-77-2
4-Phenoxybenzoic acid

: 911051-01-9
benzyl (2S,4S)-5-(2,2-dimethylpropanoyl)oxy-2-ethyl-4-[(4-phenoxybenzoyl)amino]pentanoate

Guidance literature:: benzyl (2S,4S)-4-(tert-butoxycarbonyl)amino-5-(2,2-dimethylpropanoyl)oxy-2-ethylpentanoate; With trifluoroacetic acid; In dichloromethane; water; at 0 ℃; for 0.5h;

4-Phenoxybenzoic acid; With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 911050-94-7
benzyl (4S)-4-(tert-butoxycarbonyl)amino-5-[(2,2-dimethylpropanoyl)oxy]pentanoate

: 911051-01-9
benzyl (2S,4S)-5-(2,2-dimethylpropanoyl)oxy-2-ethyl-4-[(4-phenoxybenzoyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 °C

1.2: 55 percent / tetrahydrofuran / 3 h / -78 °C

2.1: trifluoroacetic acid / CH₂Cl₂; H₂O / 0.5 h / 0 °C

2.2: 58 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 1-hydroxybenzotriazole monohydrate; triethylamine / dimethylformamide / 0 °C

With trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 3282-30-2
pivaloyl chloride

: 911051-01-9
benzyl (2S,4S)-5-(2,2-dimethylpropanoyl)oxy-2-ethyl-4-[(4-phenoxybenzoyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 72 percent / pyridine / 1 h / 20 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 °C

2.2: 55 percent / tetrahydrofuran / 3 h / -78 °C

3.1: trifluoroacetic acid / CH₂Cl₂; H₂O / 0.5 h / 0 °C

3.2: 58 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 1-hydroxybenzotriazole monohydrate; triethylamine / dimethylformamide / 0 °C

With pyridine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.bmc.2006.05.040