isopropenyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl carbonate

Base Information

• Chemical Name: isopropenyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl carbonate
• CAS No.: 139608-03-0
• Molecular Formula: C₃₈H₃₂O₁₂
• Molecular Weight: 680.665
• Mol file: 139608-03-0.mol

Synonyms:isopropenyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl carbonate

Chemical Property of isopropenyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl carbonate

Chemical Property:

Purity/Quality:

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Technology Process of isopropenyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl carbonate

There total 1 articles about isopropenyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl carbonate 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: 65.0%

Isopropenyl chloroformate (57933-83-2) + 2,3,4,6-tetra-O-benzoyl-D-glucopyranose (627466-64-2) → isopropenyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl carbonate (139608-03-0)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/ja00042a010

Reference yield: 81.0%

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + isopropenyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl carbonate (139608-03-0) → methyl 4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (118579-76-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In acetonitrile; at -25 ℃; for 4h;

DOI:10.1021/ja00042a010

upstream raw materials:

Isopropenyl chloroformate

2,3,4,6-tetra-O-benzoyl-D-glucopyranose

Downstream raw materials:

methyl 4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside