p-methylphenyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-methylphenyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside
CAS No.:918948-17-1
Molecular Formula:C₄₃H₄₆O₆SSi
Molecular Weight:718.986
Hs Code.:

Synonyms:p-methylphenyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

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Chemical Property of p-methylphenyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

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Technology Process of p-methylphenyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

There total 10 articles about p-methylphenyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldiphenylsilyl-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: 97.0%

: 918948-16-0
p-methylphenyl 2-O-benzoyl-3-O-benzyl-1-thio-β-D-glucopyranoside

: 58479-61-1
tert-butylchlorodiphenylsilane

: 918948-17-1
p-methylphenyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1021/acs.orglett.7b02271

Reference yield:

: 1152-39-2
p-methylphenyl 1-thio-β-D-glucopyranoside

: 918948-17-1
p-methylphenyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / CSA

2: triethylamine

3: triethylsilane; molecular sieves 3 Angstroem; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 4 h / cooling

4: trimethylsilyl trifruoromethanesulfonate / 8 h / cooling

5: 90 mg / TFA / H₂O / 4 h / 20 °C

6: 91 percent / triethylamine

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; camphor-10-sulfonic acid; triethylamine; trifluoroacetic acid; In dichloromethane; water;
DOI:10.1021/ol062464t

Reference yield:

: 868241-49-0
(p-methylphenyl) 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 918948-17-1
p-methylphenyl 2-O-benzoyl-3-O-benzyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine

2: triethylsilane; molecular sieves 3 Angstroem; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 4 h / cooling

3: trimethylsilyl trifruoromethanesulfonate / 8 h / cooling

4: 90 mg / TFA / H₂O / 4 h / 20 °C

5: 91 percent / triethylamine

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; triethylamine; trifluoroacetic acid; In dichloromethane; water;
DOI:10.1021/ol062464t