N-(benzyloxycarbonyl)-L-threonine (methoxyethoxy)ethyl ester

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-L-threonine (methoxyethoxy)ethyl ester
• CAS No.: 176207-54-8
• Molecular Formula: C₁₇H₂₅NO₇
• Molecular Weight: 355.388
• Mol file: 176207-54-8.mol

Synonyms:N-(benzyloxycarbonyl)-L-threonine (methoxyethoxy)ethyl ester

Chemical Property of N-(benzyloxycarbonyl)-L-threonine (methoxyethoxy)ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(benzyloxycarbonyl)-L-threonine (methoxyethoxy)ethyl ester

There total 1 articles about N-(benzyloxycarbonyl)-L-threonine (methoxyethoxy)ethyl 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: 60.0%

benzyl chloroformate (501-53-1,94274-21-2) + (2S,3R)-2-Amino-3-hydroxy-butyric acid 2-(2-methoxy-ethoxy)-ethyl ester; compound with toluene-4-sulfonic acid → N-(benzyloxycarbonyl)-L-threonine (methoxyethoxy)ethyl ester (176207-54-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.) 0 deg C, 1 h, 2.) room temperature, 14 h;

DOI:10.1021/jo951899j

Reference yield:

N-(benzyloxycarbonyl)-L-threonine (methoxyethoxy)ethyl ester (176207-54-8) → N-(benzyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine (118417-79-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 45 percent / dimethyl(methylthio)sulfonium trifluoromethanesulfonate / CH₂Cl₂; toluene / 16 h / Ambient temperature

2: 89 percent / 16 h / Ambient temperature

3: 72 percent / papain / acetone / 72 h / 37 °C / cysteine buffer (pH 6.6)

With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; papain; In dichloromethane; acetone; toluene;

DOI:10.1021/jo951899j

Reference yield:

N-(benzyloxycarbonyl)-L-threonine (methoxyethoxy)ethyl ester (176207-54-8) → N-(benzyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine (methoxyethoxy)ethyl ester (156310-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / dimethyl(methylthio)sulfonium trifluoromethanesulfonate / CH₂Cl₂; toluene / 16 h / Ambient temperature

2: 89 percent / 16 h / Ambient temperature

With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In dichloromethane; toluene;

DOI:10.1021/jo951899j

upstream raw materials:

benzyl chloroformate

Downstream raw materials:

N-(benzyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine

N-(benzyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine (methoxyethoxy)ethyl ester