phenyl 4-O-hydroxyl-3,6-di-O-benzyl-2-O-benzoyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 4-O-hydroxyl-3,6-di-O-benzyl-2-O-benzoyl-1-thio-β-D-glucopyranoside
CAS No.:503314-21-4
Molecular Formula:C₃₃H₃₂O₆S
Molecular Weight:556.679
Hs Code.:

Synonyms:phenyl 4-O-hydroxyl-3,6-di-O-benzyl-2-O-benzoyl-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 4-O-hydroxyl-3,6-di-O-benzyl-2-O-benzoyl-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 4-O-hydroxyl-3,6-di-O-benzyl-2-O-benzoyl-1-thio-β-D-glucopyranoside

There total 12 articles about phenyl 4-O-hydroxyl-3,6-di-O-benzyl-2-O-benzoyl-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: 100.0%

: 460082-41-1
phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 503314-21-4
phenyl 4-O-hydroxyl-3,6-di-O-benzyl-2-O-benzoyl-1-thio-β-D-glucopyranoside

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h; Molecular sieve;
DOI:10.1021/acs.orglett.0c02692

Reference yield: 20.0%

: 617-86-7
triethylsilane

: 460082-41-1
phenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: C₃₉H₄₆O₆SSi

: 503314-21-4
phenyl 4-O-hydroxyl-3,6-di-O-benzyl-2-O-benzoyl-1-thio-β-D-glucopyranoside

Guidance literature:: With hafnium tetrakis(trifluoromethanesulfonate); In acetonitrile; at 4 ℃; for 0.5h; regioselective reaction;
DOI:10.1016/j.tetlet.2013.10.011

Reference yield:

: 71676-30-7,87508-18-7,138922-03-9,87508-17-6
(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 503314-21-4
phenyl 4-O-hydroxyl-3,6-di-O-benzyl-2-O-benzoyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide / toluene / 8 h / 110 °C / Inert atmosphere

1.2: 6 h / 60 °C / Inert atmosphere

2.1: pyridine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0 °C / Inert atmosphere

With pyridine; triethylsilane; di(n-butyl)tin oxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jacs.9b11309