(R)-N-tert-butyloxycarbonylphenylalanine N'-(benzyloxy)-N'-methylamide

Base Information

• Chemical Name: (R)-N-tert-butyloxycarbonylphenylalanine N'-(benzyloxy)-N'-methylamide
• CAS No.: 115364-60-8
• Molecular Formula: C₂₂H₂₈N₂O₄
• Molecular Weight: 384.475
• Mol file: 115364-60-8.mol

Synonyms:(R)-N-tert-butyloxycarbonylphenylalanine N'-(benzyloxy)-N'-methylamide

Chemical Property of (R)-N-tert-butyloxycarbonylphenylalanine N'-(benzyloxy)-N'-methylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-tert-butyloxycarbonylphenylalanine N'-(benzyloxy)-N'-methylamide

There total 1 articles about (R)-N-tert-butyloxycarbonylphenylalanine N'-(benzyloxy)-N'-methylamide 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: 76.2%

N-methyl-O-benzylhydroxylamine (22513-22-0) + Boc-D-Phe-OH (18942-49-9) → (R)-N-tert-butyloxycarbonylphenylalanine N'-(benzyloxy)-N'-methylamide (115364-60-8)

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: 86.0%

(R)-N-tert-butyloxycarbonylphenylalanine N'-(benzyloxy)-N'-methylamide (115364-60-8) + trifluoroacetic acid (76-05-1) → (R)-phenylalanine N'-(benzyloxy)-N'-methylamide trifluoroacetate (115364-62-0)

Guidance literature:

In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jm00117a025

Reference yield:

(R)-N-tert-butyloxycarbonylphenylalanine N'-(benzyloxy)-N'-methylamide (115364-60-8) → (R)-N-(2-carboxy-1-oxoethyl)phenylalanine N'-(benzyloxy)-N'-methylamide (115364-64-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / CH₂Cl₂ / 1 h / 0 °C

2: 20.5 percent / triethylamine, 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / CHCl₃ / 1.) 0 deg C, 1 h, 2.) room temperature, overnight

3: 82.4 percent / hydrogen / 10percent Pd on charcoal / methanol / 4 h / Ambient temperature

With hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; chloroform;

DOI:10.1021/jm00117a025

upstream raw materials:

N-methyl-O-benzylhydroxylamine

Boc-D-Phe-OH

Downstream raw materials:

(R)-phenylalanine N'-(benzyloxy)-N'-methylamide trifluoroacetate

(R)-N-(2-carboxy-1-oxoethyl)phenylalanine N'-(benzyloxy)-N'-methylamide

(R)-N-<2-(benzyloxycarbonyl)-1-oxoethyl>phenylalanine N'-(benzyloxy)-N'-methylamide