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

Base Information

• Chemical Name: N-(benzyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine
• CAS No.: 118417-79-1
• Molecular Formula: C₂₆H₃₄N₂O₁₃
• Molecular Weight: 582.562
• Mol file: 118417-79-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about N-(benzyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine 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: 72.0%

N-(benzyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine (methoxyethoxy)ethyl ester (156310-99-5) → N-(benzyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine (118417-79-1)

Guidance literature:

With papain; In acetone; at 37 ℃; for 72h; cysteine buffer (pH 6.6);

DOI:10.1021/jo951899j

Reference yield:

N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine (methoxyethoxy)ethyl ester (156310-97-3) → 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 2 steps

1: 89 percent / 16 h / Ambient temperature

2: 72 percent / papain / acetone / 72 h / 37 °C / cysteine buffer (pH 6.6)

With papain; In acetone;

DOI:10.1021/jo951899j

Reference yield:

N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonine allyl ester (118417-78-0) → N-(benzyloxycarbonyl)-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine (118417-79-1)

Guidance literature:

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1021/jo00265a007

upstream raw materials:

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

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

Ethyl-3,4,6-tri-O-acetyl-2-azido-2-desoxy-1-thio-β-D-galactopyranosid

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

Downstream raw materials:

N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)threonyl-N⁴-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)asparagine allyl ester