phenyl 2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-1-thio-β-D-glucopyranoside
CAS No.:1352406-91-7
Molecular Formula:C₂₁H₂₆O₈S
Molecular Weight:438.499
Hs Code.:

Synonyms:phenyl 2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-1-thio-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of phenyl 2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-1-thio-β-D-glucopyranoside

There total 1 articles about phenyl 2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-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: 83.0%

: 108-98-5
thiophenol

: 202648-84-8
1,2,4,6-tetra-O-acetyl-3-O-methyl-5-C-vinyl-β-D-gluco-pyranose

: 1352406-91-7
phenyl 2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-1-thio-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 3.5h; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.10.005

Reference yield:

: 1352406-91-7
phenyl 2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-1-thio-β-D-glucopyranoside

: C₁₅H₂₀O₅S

Guidance literature:: phenyl 2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-1-thio-β-D-glucopyranoside; With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

In methanol; dichloromethane; at 20 ℃; for 0.75h; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.10.005

Reference yield:

: 1352406-91-7
phenyl 2,4,6-tri-O-acetyl-3-O-methyl-5-C-vinyl-1-thio-β-D-glucopyranoside

: 1352407-01-2
2-O-acetyl-4,6-O-benzylidene-3-O-methyl-5-C-[1-(acetyloxy)methyl]-1-deoxy-1-phenylsulfinyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium methylate / methanol; dichloromethane / 1 h / 20 °C / Inert atmosphere

1.2: IR-120 H⁺ resin / 0.75 h / 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 3 h / 70 °C / Inert atmosphere

3.1: ozone / dichloromethane / 0.05 h / -78 °C

4.1: sodium tetrahydroborate / ethanol / 2 h / 0 - 20 °C

5.1: pyridine / 23 h / 20 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; sodium methylate; toluene-4-sulfonic acid; ozone; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.10.005