methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranoside

Base Information

Chemical Name:methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranoside
CAS No.:121238-21-9
Molecular Formula:C₂₈H₃₈O₁₃
Molecular Weight:582.602
Hs Code.:

Synonyms:methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranoside

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Chemical Property of methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranoside

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Technology Process of methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranoside

There total 5 articles about methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-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: 68.0%

: 121312-53-6
methyl 3-O-benzyl-4,6-O-isopropylidene-β-D-mannopyranoside

: 3068-31-3
1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose

: 121238-21-9
methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranoside

: 121256-23-3
methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-α-D-xylopyranosyl)-β-D-mannopyranoside

Guidance literature:: With 4 A molecular sieve; mercury(II) cyanide; Yield given. Multistep reaction; 1.) toluene, nitromethane, 30 min, 2.) toluene, nitromethane, 2 h;
DOI:10.1016/0008-6215(89)84004-2

Reference yield:

: 40010-11-5,61277-64-3,65942-01-0,81371-52-0,81371-53-1,93714-01-3,108644-64-0,133268-63-0,133268-64-1,143005-10-1,143005-11-2
methyl β-D-glucopyranoside 3-benzyl ether

: 121238-21-9
methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / p-toluenesulfonic acid / 0.33 h / Ambient temperature

2: 88 percent / methyl sulfoxide, acetic anhydride / 18 h / Ambient temperature

3: 83 percent / sodium borohydride / CH₂Cl₂; methanol / 3 h / Ambient temperature

4: 68 percent / 1.) Hg(CN)2, 4 Angstroem molecular sieves / 1.) toluene, nitromethane, 30 min, 2.) toluene, nitromethane, 2 h

With sodium tetrahydroborate; 4 A molecular sieve; mercury(II) cyanide; acetic anhydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; dichloromethane;
DOI:10.1016/0008-6215(89)84004-2

Reference yield:

: 121312-52-5
methyl 3-O-benzyl-4,6-O-isopropylidene-β-D-glucopyranoside

: 121238-21-9
methyl 3-O-benzyl-4,6-O-isopropylidene-2-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / methyl sulfoxide, acetic anhydride / 18 h / Ambient temperature

2: 83 percent / sodium borohydride / CH₂Cl₂; methanol / 3 h / Ambient temperature

3: 68 percent / 1.) Hg(CN)2, 4 Angstroem molecular sieves / 1.) toluene, nitromethane, 30 min, 2.) toluene, nitromethane, 2 h

With sodium tetrahydroborate; 4 A molecular sieve; mercury(II) cyanide; acetic anhydride; dimethyl sulfoxide; In methanol; dichloromethane;
DOI:10.1016/0008-6215(89)84004-2