(3S)-N-benzyloxy-3-<<1--L-prolyl>amino>-4-oxobutanamide

Base Information

Chemical Name:(3S)-N-benzyloxy-3-<<1--L-prolyl>amino>-4-oxobutanamide
CAS No.:221106-69-0
Molecular Formula:C₃₂H₃₆N₄O₆
Molecular Weight:572.661
Hs Code.:

(3S)-N-benzyloxy-3-<<1-<N-(2-naphthoyl)-L-valyl>-L-prolyl>amino>-4-oxobutanamide

Synonyms:(3S)-N-benzyloxy-3-<<1--L-prolyl>amino>-4-oxobutanamide

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Chemical Property of (3S)-N-benzyloxy-3-<<1--L-prolyl>amino>-4-oxobutanamide

Chemical Property:

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Technology Process of (3S)-N-benzyloxy-3-<<1--L-prolyl>amino>-4-oxobutanamide

There total 9 articles about (3S)-N-benzyloxy-3-<<1--L-prolyl>amino>-4-oxobutanamide 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: 81.0%

: 221106-67-8
(3S)-N-benzyloxy-4-hydroxy-3-<<1--L-prolyl>amino>butanamide

: 221106-69-0
(3S)-N-benzyloxy-3-<<1--L-prolyl>amino>-4-oxobutanamide

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

Reference yield:

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 221106-69-0
(3S)-N-benzyloxy-3-<<1--L-prolyl>amino>-4-oxobutanamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide monohydrochloride, N-methylmorpholine, 1-hydroxy-1H-benzotriazole / 1.) THF, DMF, 0.25 h, 2.) THF, DMF, RT, 18 h

2: 55 percent / HF*pyridine / tetrahydrofuran / 22 h / Ambient temperature

3: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

With 4-methyl-morpholine; benzotriazol-1-ol; Dess-Martin periodane; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.47.11

Reference yield:

: 95500-47-3
1-(L-valyl)-L-proline methyl ester monohydrochloride

: 221106-69-0
(3S)-N-benzyloxy-3-<<1--L-prolyl>amino>-4-oxobutanamide

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / triethylamine / tetrahydrofuran / 0.5 h

2: 1 M aq. NaOH / methanol / 20 h / Ambient temperature

3: 1.) 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide monohydrochloride, N-methylmorpholine, 1-hydroxybenzotriazole / 1.) THF, 0.25 h, 2.) THF, RT, 14 h

4: 92 percent / 1 M aq. NaOH / methanol / 20 h / Ambient temperature

5: 1.) 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide monohydrochloride, N-methylmorpholine, 1-hydroxy-1H-benzotriazole / 1.) THF, DMF, 0.25 h, 2.) THF, DMF, RT, 18 h

6: 55 percent / HF*pyridine / tetrahydrofuran / 22 h / Ambient temperature

7: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

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