O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-2-pyridyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-2-pyridyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside
CAS No.:139391-16-5
Molecular Formula:C₇₈H₈₃NO₁₈S
Molecular Weight:1354.58
Hs Code.:

O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-2-pyridyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside

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Chemical Property of O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-2-pyridyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside

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Technology Process of O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-2-pyridyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside

There total 5 articles about O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-2-pyridyl 2,3,4-tri-O-acetyl-1-thio-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: 54.0%

: 139391-15-4
2-pyridyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

: 139391-11-0
2-pyridyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside

: 139391-16-5
O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-2-pyridyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside

Guidance literature:: With molecular sieve; methyl iodide; In dichloromethane; for 44h;
DOI:10.1016/S0040-4020(01)91035-X

Reference yield:

: 2297-41-8
pyridin-2-yl 1-thio-β-D-glucopyranoside

: 139391-16-5
O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-2-pyridyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 0.5 h / 0 °C

2: pyridine / 4 h / Ambient temperature

3: 90 percent / p-toluene sulfonic acid / methanol / 1 h / -5 °C

4: 54 percent / MeI, molecular sieves / CH₂Cl₂ / 44 h

With pyridine; molecular sieve; toluene-4-sulfonic acid; methyl iodide; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)91035-X

Reference yield:

: 74352-37-7
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(pyridin-2-ylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 139391-16-5
O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-2-pyridyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaOCH₃ / methanol / 2 h / Ambient temperature

2: pyridine / 0.5 h / 0 °C

3: pyridine / 4 h / Ambient temperature

4: 90 percent / p-toluene sulfonic acid / methanol / 1 h / -5 °C

5: 54 percent / MeI, molecular sieves / CH₂Cl₂ / 44 h

With pyridine; molecular sieve; sodium methylate; toluene-4-sulfonic acid; methyl iodide; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)91035-X