(3S)-3-<glycyl>amino>-4-oxo-5-phenoxypentanoic acid tert-butyl ester

Base Information

Chemical Name:(3S)-3-<glycyl>amino>-4-oxo-5-phenoxypentanoic acid tert-butyl ester
CAS No.:221106-53-2
Molecular Formula:C₃₇H₄₄N₄O₇
Molecular Weight:656.779
Hs Code.:

(3S)-3-<<N-(3-cyanopropyl)-N-<N-(2-naphthoyl)-L-valyl>glycyl>amino>-4-oxo-5-phenoxypentanoic acid tert-butyl ester

Synonyms:(3S)-3-<glycyl>amino>-4-oxo-5-phenoxypentanoic acid tert-butyl ester

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Chemical Property of (3S)-3-<glycyl>amino>-4-oxo-5-phenoxypentanoic acid tert-butyl ester

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Technology Process of (3S)-3-<glycyl>amino>-4-oxo-5-phenoxypentanoic acid tert-butyl ester

There total 6 articles about (3S)-3-<glycyl>amino>-4-oxo-5-phenoxypentanoic 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: 45.0%

: 221106-49-6
(3S)-3-<glycyl>amino>-4-hydroxy-5-phenoxypentanoic acid tert-butyl ester

: 221106-53-2
(3S)-3-<glycyl>amino>-4-oxo-5-phenoxypentanoic acid tert-butyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 1h;
DOI:10.1248/cpb.47.11

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 221106-53-2
(3S)-3-<glycyl>amino>-4-oxo-5-phenoxypentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-dimethylaminopropylcarbodiimide monohydrochloride / dimethylformamide / 4 h / Ambient temperature

2: trifluoroacetic acid / CH₂Cl₂ / 2 h / Ambient temperature

3: triethylamine / CHCl₃ / 1 h / 4 °C

4: 1 M aq. NaOH / methanol / 2 h / Ambient temperature

5: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-dimethylaminopropylcarbodiimide monohydrochloride / dimethylformamide / 12 h / Ambient temperature

6: 45 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1248/cpb.47.11

Reference yield:

: [((S)-2-Amino-3-methyl-butyryl)-(3-cyano-propyl)-amino]-acetic acid ethyl ester

: 221106-53-2
(3S)-3-<glycyl>amino>-4-oxo-5-phenoxypentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / CHCl₃ / 1 h / 4 °C

2: 1 M aq. NaOH / methanol / 2 h / Ambient temperature

3: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-dimethylaminopropylcarbodiimide monohydrochloride / dimethylformamide / 12 h / Ambient temperature

4: 45 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1248/cpb.47.11