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

Base Information

• Chemical Name: methyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
• CAS No.: 61893-77-4
• Molecular Formula: C₂₈H₂₈O₇
• Molecular Weight: 476.526
• Mol file: 61893-77-4.mol

Synonyms:methyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Chemical Property of methyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 3 articles about methyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-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: 85.0%

tetrabutylammonium benzoate (18819-89-1) + methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside (80680-58-6) → methyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (61893-77-4)

Guidance literature:

In toluene; for 4h; Heating;

DOI:10.1016/S0040-4039(01)81963-8

Reference yield:

methyl 3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,65877-21-6,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3) → methyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (61893-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium hydride / 1.) DMF, RT, 30 min, 2.) DMF, -40 deg C, 30 min

2: 85 percent / toluene / 4 h / 100 °C

With sodium hydride; In toluene;

DOI:10.1016/0040-4020(96)00586-8

Reference yield:

sodium benzoate (532-32-1) + Methyl 3-O-benzyl-4,6-O-benzylidene-2-O-<(trifluoromethyl)sulfonyl>-α-D-glucopyranoside (90593-22-9) → methyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (61893-77-4)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 8h;

DOI:10.1016/S0008-6215(00)00291-3

upstream raw materials:

tetrabutylammonium benzoate

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-(N-imidazole-1-sulfonyl)-α-D-glucopyranoside

sodium benzoate

Methyl 3-O-benzyl-4,6-O-benzylidene-2-O-<(trifluoromethyl)sulfonyl>-α-D-glucopyranoside

Downstream raw materials:

methyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

methyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifyl-α-D-mannopyranoside

methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-erythro-hex-2-enopyranoside