N-(benzyloxy-3 phenyl) <(tert.butoxycarbonyl) amino>-2 hydroxy-3 propionamide (2-S)

Base Information

• Chemical Name: N-(benzyloxy-3 phenyl) <(tert.butoxycarbonyl) amino>-2 hydroxy-3 propionamide (2-S)
• CAS No.: 117901-11-8
• Molecular Formula: C₂₁H₂₆N₂O₅
• Molecular Weight: 386.448
• Mol file: 117901-11-8.mol

Synonyms:N-(benzyloxy-3 phenyl) <(tert.butoxycarbonyl) amino>-2 hydroxy-3 propionamide (2-S)

Chemical Property of N-(benzyloxy-3 phenyl) <(tert.butoxycarbonyl) amino>-2 hydroxy-3 propionamide (2-S)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(benzyloxy-3 phenyl) <(tert.butoxycarbonyl) amino>-2 hydroxy-3 propionamide (2-S)

There total 1 articles about N-(benzyloxy-3 phenyl) <(tert.butoxycarbonyl) amino>-2 hydroxy-3 propionamide (2-S) 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: 74.0%

3-(benzyloxy)aniline (1484-26-0) + (S)-N-(tert-butoxycarbonyl)serine (3262-72-4) → N-(benzyloxy-3 phenyl) <(tert.butoxycarbonyl) amino>-2 hydroxy-3 propionamide (2-S) (117901-11-8)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; for 20h; Ambient temperature;

Reference yield: 83.0%

N-(benzyloxy-3 phenyl) <(tert.butoxycarbonyl) amino>-2 hydroxy-3 propionamide (2-S) (117901-11-8) → (benzyloxy-3 phenyl)-1 <(tert.butoxycarbonyl) amino>-3 azetidinone-2 (3-S) (117901-16-3)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1.) 0 deg C, 1 h; 2.) r.t., 15 h;

Reference yield:

N-(benzyloxy-3 phenyl) <(tert.butoxycarbonyl) amino>-2 hydroxy-3 propionamide (2-S) (117901-11-8) → amino-2 N-<(hydroxy-2 nitro-3 trifluoromethyl-5 phenyl)-1 oxo-2 azetidinyl-3> (methoxyimino)-α thiazolyl-4 acetamide (3-S) (Z) (117901-38-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 1.) 0 deg C, 1 h; 2.) r.t., 15 h

2: 88 percent / hydrogen / black palladium/C / tetrahydrofuran; methanol / 1 h / 1200 Torr

3: 1.) trifluoroacetic acid; 2.) triethylamine, TsCl; 3.) 66percent formic acid / 1.) r.t., 15 min; 2.) acetone, CH₂Cl₂, r.t., 1 h; 3.) water, 15 min, 60 deg C

With formic acid; hydrogen; triethylamine; p-toluenesulfonyl chloride; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol;

upstream raw materials:

3-(benzyloxy)aniline

(S)-N-(tert-butoxycarbonyl)serine

Downstream raw materials:

(benzyloxy-3 phenyl)-1 <(tert.butoxycarbonyl) amino>-3 azetidinone-2 (3-S)

<(tert.butoxycarbonyl)amino>-3 (hydroxy-3 phenyl)-1 azetidinone-2 (3-S)

<(tert.butoxycarbonyl)amino>-3 (hydroxy-3 nitro-4 phenyl)-1 azetidinone-2 (3-S)

amino-2 N-<(hydroxy-3 phenyl)-1 oxo-2 azetidinyl-3> (methoxyimino)-α thiazolyl-4 acetamide (3-S) (Z)