allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

Base Information

• Chemical Name: allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside
• CAS No.: 346441-50-7
• Molecular Formula: C₃₂H₃₄O₈
• Molecular Weight: 546.617
• Mol file: 346441-50-7.mol

Synonyms:allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

Chemical Property of allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

There total 2 articles about allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside 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: 88.0%

allyl alcohol (107-18-6) + 1,6-di-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose (220903-20-8) → allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside (346441-50-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; for 1h;

DOI:10.1016/S0008-6215(01)00059-3

Reference yield:

methyl 2-O-benzoyl-3,4,6-tetra-O-benzyl-α-D-mannopyranoside (40246-29-5,73445-32-6,131161-93-8,68536-57-2) → allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside (346441-50-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / H₂SO₄ / acetic acid / 16 h / 20 °C

2: 88 percent / trimethylsilyl trifluoromethanesulfonate; 4 Angstroem mol. sieves / CH₂Cl₂ / 1 h

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; In dichloromethane; acetic acid;

DOI:10.1016/S0008-6215(01)00059-3

Reference yield: 98.1%

allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside (346441-50-7) → 1-O-allyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose (346441-51-8)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 18h;

DOI:10.1016/S0008-6215(01)00059-3

upstream raw materials:

allyl alcohol

1,6-di-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose

methyl 2-O-benzoyl-3,4,6-tetra-O-benzyl-α-D-mannopyranoside

Downstream raw materials:

1-O-allyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose

allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside