methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-mannopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-mannopyranoside
CAS No.:1006064-45-4
Molecular Formula:C₃₅H₄₂O₁₅
Molecular Weight:702.709
Hs Code.:

Synonyms:methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-mannopyranoside

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Chemical Property of methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-mannopyranoside

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Technology Process of methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-mannopyranoside

There total 4 articles about methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(tetra-O-acetyl-β-D-glucopyranosyl)-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: 69.0%

: 74808-10-9
O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

: 15038-71-8,15384-58-4,23392-29-2,40653-23-4,57539-07-8,76375-66-1,81872-62-0,86363-45-3,90639-38-6,108739-91-9,116002-34-7,130192-76-6,131433-04-0,141115-75-5,78185-83-8
methyl 2-O-benzyl-(R)-4,6-O-benzylidene-α-D-mannopyranoside

: 1006064-45-4
methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-mannopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1071/CH06394

Reference yield:

: methyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-α-D-mannopyranoside

: 1006064-45-4
methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / dimethylformamide; various solvent(s) / 2 h

2: 3.0 g / tetrabutylammonium fluoride / tetrahydrofuran / 2 h

3: 69 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / 0 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1071/CH06394

Reference yield:

: C₂₇H₃₈O₆Si

: 1006064-45-4
methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(tetra-O-acetyl-β-D-glucopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 3.0 g / tetrabutylammonium fluoride / tetrahydrofuran / 2 h

2: 69 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / 0 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1071/CH06394