N-(2-Boc-aminoethyl)-N-(chloroacetyl)-N-(3-Cbz-amino-L-alanyl)methyl ester

Base Information

• Chemical Name: N-(2-Boc-aminoethyl)-N-(chloroacetyl)-N-(3-Cbz-amino-L-alanyl)methyl ester
• CAS No.: 1269759-74-1
• Molecular Formula: C₂₁H₃₀ClN₃O₇
• Molecular Weight: 471.938
• Mol file: 1269759-74-1.mol

Synonyms:N-(2-Boc-aminoethyl)-N-(chloroacetyl)-N-(3-Cbz-amino-L-alanyl)methyl ester

Chemical Property of N-(2-Boc-aminoethyl)-N-(chloroacetyl)-N-(3-Cbz-amino-L-alanyl)methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-Boc-aminoethyl)-N-(chloroacetyl)-N-(3-Cbz-amino-L-alanyl)methyl ester

There total 5 articles about N-(2-Boc-aminoethyl)-N-(chloroacetyl)-N-(3-Cbz-amino-L-alanyl)methyl 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: 77.0%

N-(2-Boc-aminoethyl)-N-(3-Cbz-amino-L-alanyl)methyl ester (1269759-72-9) + chloroacetyl chloride (79-04-9) → N-(2-Boc-aminoethyl)-N-(chloroacetyl)-N-(3-Cbz-amino-L-alanyl)methyl ester (1269759-74-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1039/c0cc03988h

Reference yield:

3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine (65710-57-8,81306-93-6) → N-(2-Boc-aminoethyl)-N-(chloroacetyl)-N-(3-Cbz-amino-L-alanyl)methyl ester (1269759-74-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 8.25 h / 20 °C / Cooling with ice

2.1: dichloromethane / 1 h / 0 °C

3.1: N-ethyl-N,N-diisopropylamine / methanol / 0.5 h / 0 °C

3.2: 3 h / 0 °C

4.1: triethylamine / dichloromethane / 0.5 h / 0 °C

With potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c0cc03988h

Reference yield:

Nβ-benzyloxycarbonyl-Nα-Boc-(S)-β-aminoalanine methyl ester (61040-22-0) → N-(2-Boc-aminoethyl)-N-(chloroacetyl)-N-(3-Cbz-amino-L-alanyl)methyl ester (1269759-74-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / 1 h / 0 °C

2.1: N-ethyl-N,N-diisopropylamine / methanol / 0.5 h / 0 °C

2.2: 3 h / 0 °C

3.1: triethylamine / dichloromethane / 0.5 h / 0 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1039/c0cc03988h

upstream raw materials:

N-(2-Boc-aminoethyl)-N-(3-Cbz-amino-L-alanyl)methyl ester

chloroacetyl chloride

3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine

N^β-benzyloxycarbonyl-N^α-Boc-(S)-β-aminoalanine methyl ester

Downstream raw materials:

N-(2-Boc-aminoethyl)-N-(thymine-1-ylacetyl)-N-(3-Cbz-amino)-L-alanine

N-(2-Boc-aminoethyl)-N-(thymine-1-acetyl)-N-(3-Cbz-amino-L-alanyl)methyl ester