benzyl O-(3,4-O-isopropylidene-2-O-methylsulfonyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl O-(3,4-O-isopropylidene-2-O-methylsulfonyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:132628-04-7
Molecular Formula:C₄₃H₅₀O₁₂S
Molecular Weight:790.929
Hs Code.:

Synonyms:benzyl O-(3,4-O-isopropylidene-2-O-methylsulfonyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of benzyl O-(3,4-O-isopropylidene-2-O-methylsulfonyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of benzyl O-(3,4-O-isopropylidene-2-O-methylsulfonyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 6 articles about benzyl O-(3,4-O-isopropylidene-2-O-methylsulfonyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 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: 84.0%

: 132651-30-0
benzyl O-(3,4-O-isopropylidene-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 124-63-0
methanesulfonyl chloride

: 132628-04-7
benzyl O-(3,4-O-isopropylidene-2-O-methylsulfonyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: In pyridine; for 3h; Ambient temperature;
DOI:10.1016/0008-6215(91)80154-F

Reference yield:

: 67831-42-9
benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 132628-04-7
benzyl O-(3,4-O-isopropylidene-2-O-methylsulfonyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / dimethyl(methylthio)sulfonium triflate (DMTST) / CH₂Cl₂ / 2 h / Ambient temperature

2: 92 percent / methanolic M NaOMe / CH₂Cl₂ / 2 h / Ambient temperature

3: 86 percent / p-toluenesulfonic acid / dimethylformamide / 3 h / Ambient temperature

4: 84 percent / pyridine / 3 h / Ambient temperature

With sodium methylate; toluene-4-sulfonic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(91)80154-F

Reference yield:

: 132628-01-4
methyl 2,3,4-tri-O-benzoyl-1-thio-α-D-arabinopyranoside

: 132628-04-7
benzyl O-(3,4-O-isopropylidene-2-O-methylsulfonyl-α-D-arabinopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / dimethyl(methylthio)sulfonium triflate (DMTST) / CH₂Cl₂ / 2 h / Ambient temperature

2: 92 percent / methanolic M NaOMe / CH₂Cl₂ / 2 h / Ambient temperature

3: 86 percent / p-toluenesulfonic acid / dimethylformamide / 3 h / Ambient temperature

4: 84 percent / pyridine / 3 h / Ambient temperature

With sodium methylate; toluene-4-sulfonic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(91)80154-F