allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside

Base Information

• Chemical Name: allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside
• CAS No.: 130177-82-1
• Molecular Formula: C₅₁H₅₆O₁₁
• Molecular Weight: 844.999
• Mol file: 130177-82-1.mol

Synonyms:allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside

Chemical Property of allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside

There total 12 articles about allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside 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: 83.0%

allyl 3,4-di-O-benzyl-β-D-xylopyranoside (130136-30-0) + 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl chloride (112346-75-5) → allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside (130177-82-1)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; Ambient temperature;

DOI:10.1016/0008-6215(90)80143-Q

Reference yield: 73.0%

allyl 3,4-di-O-benzyl-α-D-xylopyranoside (130136-30-0) + O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate (130177-78-5) → allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside (130177-82-1)

Guidance literature:

With boron trifluoride diethyl etherate; molecular sieves 4A;

DOI:10.1016/S0040-4039(00)89019-X

Reference yield:

benzyl bromide (100-39-0) → allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside (130177-82-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) sodium hydride / 1.) N,N-dimethylformamide, 2 h, room temperature, 2.) 12 h

2: 2,6-dimethylpyridinium perchlorate / 1,2-dichloro-ethane; chlorobenzene / 40 h / 85 °C

3: 2 M sodium methoxide / methanol / 1 h / Ambient temperature

4: 83 percent / silver triflate, molecular sieves 4 Angstroem / CH₂Cl₂ / Ambient temperature

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; 2,6-lutidinium perchlorate; sodium hydride; In methanol; dichloromethane; 1,2-dichloro-ethane; chlorobenzene;

DOI:10.1016/0008-6215(90)80143-Q

upstream raw materials:

allyl 3,4-di-O-benzyl-α-D-xylopyranoside

O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

allyl 3,4-di-O-benzyl-β-D-xylopyranoside

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl chloride

Downstream raw materials:

propyl O-β-D-galactopyranosyl-(1->2)-O-α-D-xylopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside

prop-1-enyl 3,4-di-O-benzyl-2-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-xylopyranoside

2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl chloride

2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl bromide