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

Base Information

Chemical Name:2-methyl-5-tert-butylphenyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside
CAS No.:1421767-98-7
Molecular Formula:C₃₇H₅₀O₆SSi
Molecular Weight:650.952
Hs Code.:

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

There total 10 articles about 2-methyl-5-tert-butylphenyl 2-O-benzoyl-4,6-di-O-benzyl-3-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: 95.0%

: 1334540-50-9
S-(2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

: 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

Guidance literature:: With borane-THF; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 5h; Inert atmosphere;
DOI:10.1039/c7cc00520b

Reference yield:

: (2-methyl-5-tert-butylphenyl) 2-O-benzoyl-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

: 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

Guidance literature:: With borane-THF; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield:

: 7340-90-1
2-methyl-5-tert-butylthiophenol

: 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

Guidance literature:: Multi-step reaction with 6 steps

1: boron trifluoride diethyl etherate / dichloromethane / Inert atmosphere

2: sodium methylate / methanol / Inert atmosphere

3: camphor-10-sulfonic acid / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

4: 1H-imidazole / N,N-dimethyl-formamide / 4 h / Inert atmosphere

5: pyridine; dmap / 12 h / 0 - 70 °C / Inert atmosphere

6: trimethylsilyl trifluoromethanesulfonate; borane-THF / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; borane-THF; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;