methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose

Base Information

• Chemical Name: methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose
• CAS No.: 123076-98-2
• Molecular Formula: C₁₆H₁₈O₇
• Molecular Weight: 322.315
• Mol file: 123076-98-2.mol

Synonyms:methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose

Chemical Property of methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose

There total 4 articles about methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose 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: 91.0%

Methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-galactopyranoside (123076-96-0) → methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (123076-98-2)

Guidance literature:

With 3 A molecular sieve; sodium acetate; pyridinium chlorochromate; In diethyl ether; dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/jo00278a035

Reference yield:

endo-Methyl 2-O-benzoyl-6-deoxy-3,4-O-(1-ethoxyethylidene)-α-L-galactopyranoside (129491-73-2,129468-54-8) → methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (123076-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / 80 percent aq. acetic acid / 0.5 h / Ambient temperature

2: 91 percent / pyridinum chlorochromate, sodium acetate, mol. sieves A-3 / CH₂Cl₂; diethyl ether / 3 h / 0 - 20 °C

With 3 A molecular sieve; sodium acetate; acetic acid; pyridinium chlorochromate; In diethyl ether; dichloromethane;

DOI:10.1021/jo00278a035

Reference yield:

methyl 6-deoxy-3,4-O-(1-ethoxyetylidene)-α-L-galactopyranoside (123076-94-8) → methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (123076-98-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethyl amine, 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

2: 76 percent / 80 percent aq. acetic acid / 0.5 h / Ambient temperature

3: 91 percent / pyridinum chlorochromate, sodium acetate, mol. sieves A-3 / CH₂Cl₂; diethyl ether / 3 h / 0 - 20 °C

With dmap; 3 A molecular sieve; sodium acetate; acetic acid; triethylamine; pyridinium chlorochromate; In diethyl ether; dichloromethane;

DOI:10.1021/jo00278a035

upstream raw materials:

Methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-galactopyranoside

endo-Methyl 2-O-benzoyl-6-deoxy-3,4-O-(1-ethoxyethylidene)-α-L-galactopyranoside

methyl 6-deoxy-3,4-O-(1-ethoxyetylidene)-α-L-galactopyranoside

benzoyl chloride

Downstream raw materials:

methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(-p-tolylsulfonyl)hydrazino>-α-L-gulopyranoside

methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose (p-tolylsulfonyl)hydrazone