Methyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-xylopyranoside

Base Information

Chemical Name:Methyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-xylopyranoside
CAS No.:130450-88-3
Molecular Formula:C₄₃H₅₀O₉S
Molecular Weight:742.931
Hs Code.:

Synonyms:Methyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-xylopyranoside

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Chemical Property of Methyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-xylopyranoside

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Technology Process of Methyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-xylopyranoside

There total 5 articles about Methyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-xylopyranoside 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: 71.0%

: 25320-59-6
tetra-O-benzyl glucopyranosyl chloride

: 130450-77-0
Methyl 2,3-O-isopropylidene-1-thio-β-D-xylopyranoside

: 130450-88-3
Methyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-xylopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; silver perchlorate; In diethyl ether; Ambient temperature;
DOI:10.1016/0008-6215(90)84242-M

Reference yield:

: 2595-43-9,185549-85-3
Methyl 2,3,4-tri-O-acetyl-1-thio-β-D-xylopyranoside

: 130450-88-3
Methyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / NaOMe / methanol / 1 h / Ambient temperature

2: 70 percent / 5M HCl / dimethylformamide; methanol / 0.5 h / 5 °C

3: 71 percent / AgClO₄, 2,4,6-trimethylpyridine / diethyl ether / Ambient temperature

With 2,4,6-trimethyl-pyridine; hydrogenchloride; sodium methylate; silver perchlorate; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84242-M

Reference yield:

: 2595-45-1
Methyl 1-thio-β-D-xylopyranoside

: 130450-88-3
Methyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / 5M HCl / dimethylformamide; methanol / 0.5 h / 5 °C

2: 71 percent / AgClO₄, 2,4,6-trimethylpyridine / diethyl ether / Ambient temperature

With 2,4,6-trimethyl-pyridine; hydrogenchloride; silver perchlorate; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84242-M