(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:1444827-16-0
Molecular Formula:C₃₈H₄₂O₆S
Molecular Weight:626.814
Hs Code.:

Synonyms:(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of (2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of (2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-1-thio-β-D-glucopyranoside

There total 13 articles about (2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-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: 94.0%

: 1421767-98-7
2-methyl-5-tert-butylphenyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

: 100-39-0
benzyl bromide

: 1444827-16-0
(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: 2-methyl-5-tert-butylphenyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside; benzyl bromide; With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 2h; Inert atmosphere;

With boron trifluoride diethyl etherate; In acetonitrile; at 0 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1039/c7cc00520b

Reference yield: 92.0%

: 1421767-99-8
(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

: 1444827-16-0
(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With acetic acid; tetra-n-butylammoniumfluoride trihydrate; In N,N-dimethyl-formamide; at 35 ℃; for 72h; Inert atmosphere;
DOI:10.1021/ja401410y

Reference yield:

: 1421767-98-7
2-methyl-5-tert-butylphenyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

: 1444827-16-0
(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-di-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride; acetic acid / N,N-dimethyl-formamide; water / 72 h / 35 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hydride; acetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide;