phenyl 2,3,4-tri-O-benzoyl-6-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-β-D-thioglucopyranoside

Base Information

Chemical Name:phenyl 2,3,4-tri-O-benzoyl-6-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-β-D-thioglucopyranoside
CAS No.:1621188-55-3
Molecular Formula:C₆₀H₈₄O₁₃SSi₃
Molecular Weight:1129.64
Hs Code.:

phenyl 2,3,4-tri-O-benzoyl-6-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-β-D-thioglucopyranoside

Synonyms:phenyl 2,3,4-tri-O-benzoyl-6-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-β-D-thioglucopyranoside

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Chemical Property of phenyl 2,3,4-tri-O-benzoyl-6-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-β-D-thioglucopyranoside

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Technology Process of phenyl 2,3,4-tri-O-benzoyl-6-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-β-D-thioglucopyranoside

There total 9 articles about phenyl 2,3,4-tri-O-benzoyl-6-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-β-D-thioglucopyranoside 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: 80.0%

: 1621188-32-6
1,2-dideoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose

: phenyl 2,3,4-tri-O-benzoyl-1-thio-β-D-glucopyranoside

: 1621188-55-3
phenyl 2,3,4-tri-O-benzoyl-6-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-β-D-thioglucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; water; at 20 ℃; for 16h; stereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201403543

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 1621188-55-3
phenyl 2,3,4-tri-O-benzoyl-6-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-β-D-thioglucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 0 - 20 °C / Inert atmosphere

2: pyridine / N,N-dimethyl-formamide / 18 h / 0 - 20 °C / Inert atmosphere

3: toluene-4-sulfonic acid / dichloromethane; water / 16 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; toluene-4-sulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201403543

Reference yield:

: 13265-84-4
D-glucal

: 1621188-55-3
phenyl 2,3,4-tri-O-benzoyl-6-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-β-D-thioglucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 0 - 20 °C / Inert atmosphere

2: pyridine / N,N-dimethyl-formamide / 18 h / 0 - 20 °C / Inert atmosphere

3: toluene-4-sulfonic acid / dichloromethane; water / 16 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; toluene-4-sulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201403543