(R)-N-tert-butyloxycarbonyl-3-amino-4-phenyl-N'-(benzyloxy)butanamide

Base Information

• Chemical Name: (R)-N-tert-butyloxycarbonyl-3-amino-4-phenyl-N'-(benzyloxy)butanamide
• CAS No.: 115364-65-3
• Molecular Formula: C₂₂H₂₈N₂O₄
• Molecular Weight: 384.475
• Mol file: 115364-65-3.mol

Synonyms:(R)-N-tert-butyloxycarbonyl-3-amino-4-phenyl-N'-(benzyloxy)butanamide

Chemical Property of (R)-N-tert-butyloxycarbonyl-3-amino-4-phenyl-N'-(benzyloxy)butanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-tert-butyloxycarbonyl-3-amino-4-phenyl-N'-(benzyloxy)butanamide

There total 2 articles about (R)-N-tert-butyloxycarbonyl-3-amino-4-phenyl-N'-(benzyloxy)butanamide 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: 52.4%

O-benzylhydoxylamine hydrochloride (2687-43-6) + (R)-3-t-butoxycarbonylamino-4-phenylbutyric acid (101555-61-7) → (R)-N-tert-butyloxycarbonyl-3-amino-4-phenyl-N'-(benzyloxy)butanamide (115364-65-3)

Guidance literature:

With 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; In chloroform; 1.) 0 deg C, 1 h, 2.) room temperature, overnight;

DOI:10.1021/jm00117a025

Reference yield:

1-diazo-3(R)-<<(1,1-dimethylethoxy)carbonyl>amino>-4-phenyl-2-butanone (115313-19-4) → (R)-N-tert-butyloxycarbonyl-3-amino-4-phenyl-N'-(benzyloxy)butanamide (115364-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Ag₂O, Na₂CO₃, Na₂S₂O₃*5H₂O / H₂O; dioxane / 1 h / Heating

2: 52.4 percent / triethylamine, 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / CHCl₃ / 1.) 0 deg C, 1 h, 2.) room temperature, overnight

With sodium carbonate; sodium thiosulfate; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; silver(l) oxide; In 1,4-dioxane; chloroform; water;

DOI:10.1021/jm00117a025

Reference yield: 75.0%

(R)-N-tert-butyloxycarbonyl-3-amino-4-phenyl-N'-(benzyloxy)butanamide (115364-65-3) + trifluoroacetic acid (76-05-1) → (R)-3-amino-4-phenyl-N'-(benzyloxy)butanamide trifluoroacetate (115364-67-5)

Guidance literature:

In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jm00117a025

upstream raw materials:

O-benzylhydoxylamine hydrochloride

(R)-3-t-butoxycarbonylamino-4-phenylbutyric acid

1-diazo-3(R)-<<(1,1-dimethylethoxy)carbonyl>amino>-4-phenyl-2-butanone

Downstream raw materials:

(R)-3-amino-4-phenyl-N'-(benzyloxy)butanamide trifluoroacetate

(R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxy-N'-methylbutanamide

(R)-N-<2-(benzyloxacarbonyl)-1-oxoethyl>-3-amino-4-phenyl-N'-(benzyloxy)-N'-methylbutanamide

(R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxybutanamide