phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-glucopyranoside

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Chemical Name:phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-glucopyranoside
CAS No.:124595-44-4
Molecular Formula:C₃₉H₄₈O₅SSi
Molecular Weight:656.959
Hs Code.:

Synonyms:phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-glucopyranoside

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Chemical Property of phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-glucopyranoside

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Technology Process of phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-glucopyranoside

There total 4 articles about phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-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: 76.0%

: 4551-15-9
phenylthiotrimethylsilane

: 69739-34-0
t-butyldimethylsiyl triflate

: 10548-46-6
1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose

: 124595-44-4
phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-glucopyranoside

Guidance literature:: In 1,2-dichloro-ethane; at 0 - 25 ℃; for 12h;
DOI:10.1016/S0040-4039(00)99642-4

Reference yield: 42.0%

: 120403-26-1
phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 124595-44-4
phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-glucopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 1h;
DOI:10.1016/j.carres.2005.06.016

Reference yield:

: 100-39-0
benzyl bromide

: 124595-44-4
phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 25 °C

2: 76 percent / 1,2-dichloro-ethane / 12 h / 0 - 25 °C

With sodium hydride; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)99642-4