3-O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester

Base Information

• Chemical Name: 3-O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester
• CAS No.: 83956-44-9
• Molecular Formula: C₃₃H₄₀N₂O₁₃
• Molecular Weight: 672.686
• Mol file: 83956-44-9.mol

Synonyms:3-O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester

Chemical Property of 3-O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester

There total 6 articles about 3-O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester 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:

C31H38N2O12 (167871-89-8) + acetic anhydride (108-24-7) → 3-O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester (83956-44-9)

Guidance literature:

With pyridine;

DOI:10.1021/ja903123b

Reference yield:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride (67817-37-2) → 3-O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester (83956-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / 1.) AgCO₃, Drierite; 2.) AgClO₄ / toluene; CH₂Cl₂ / 18 h

2: NiCl₂*6H₂O, H₃BO₃, NaBH₄ / ethanol

3: pyridine

With calcium sulfate; sodium tetrahydroborate; silver (II) carbonate; boric acid; silver perchlorate; nickel dichloride; In pyridine; ethanol; dichloromethane; toluene;

DOI:10.1016/0008-6215(82)84033-0

Reference yield:

N-benzyloxycarbonyl-L-threonine benzyl ester (84500-41-4,85995-50-2,85995-51-3,126401-06-7,16597-50-5) → 3-O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester (83956-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / 1.) AgCO₃, Drierite; 2.) AgClO₄ / toluene; CH₂Cl₂ / 18 h

2: NiCl₂*6H₂O, H₃BO₃, NaBH₄ / ethanol

3: pyridine

With calcium sulfate; sodium tetrahydroborate; silver (II) carbonate; boric acid; silver perchlorate; nickel dichloride; In pyridine; ethanol; dichloromethane; toluene;

DOI:10.1016/0008-6215(82)84033-0

upstream raw materials:

acetic anhydride

3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride

N-benzyloxycarbonyl-L-threonine benzyl ester

N-(Benzyloxycarbonyl)-3-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-galactopyranosyl)-L-threoninbenzylester

Downstream raw materials:

O-(2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-O-(2-acetamido-4,6-O-benzyliden-2-desoxy-α-D-galactopyranosyl)-(1<*>3)-N-(benzyloxycarbonyl)-L-threoninbenzylester

3-O-(2-Acetamido-4,6-O-benzyliden-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester

O-[2-acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-α-D-galactopyranosyl]-L-threonine

3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-threoninbenzylester