dicyclohexylmethyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldimethylsilyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:dicyclohexylmethyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldimethylsilyl)-1-thio-β-D-glucopyranoside
CAS No.:197164-85-5
Molecular Formula:C₄₆H₆₀O₈SSi
Molecular Weight:801.129
Hs Code.:

Synonyms:dicyclohexylmethyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldimethylsilyl)-1-thio-β-D-glucopyranoside

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Chemical Property of dicyclohexylmethyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldimethylsilyl)-1-thio-β-D-glucopyranoside

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Technology Process of dicyclohexylmethyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldimethylsilyl)-1-thio-β-D-glucopyranoside

There total 6 articles about dicyclohexylmethyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldimethylsilyl)-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:

: 98-88-4
benzoyl chloride

: 197164-77-5
(2R,3S,4S,5R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 197164-85-5
dicyclohexylmethyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldimethylsilyl)-1-thio-β-D-glucopyranoside

Guidance literature:: In pyridine;
DOI:10.1016/0040-4039(95)01222-4

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 197164-85-5
dicyclohexylmethyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldimethylsilyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 18 h / Ambient temperature

2: DMAP / pyridine / 18 h / Ambient temperature

With dmap; In pyridine;
DOI:10.1021/jo971233k

Reference yield:

: Dicyclohexyl-methanethiol

: 197164-85-5
dicyclohexylmethyl 2,3,4-tri-O-benzoyl-6-O-(tert-butyldimethylsilyl)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 18 percent / TMSOTf / CH₂Cl₂ / 16 h / Ambient temperature

2: NaOMe / CH₂Cl₂; methanol / 3 h

3: pyridine / 18 h / Ambient temperature

4: DMAP / pyridine / 18 h / Ambient temperature

With dmap; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In pyridine; methanol; dichloromethane;
DOI:10.1021/jo971233k