p-methylphenyl 2,6-di-O-acetyl-3,4-di-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-methylphenyl 2,6-di-O-acetyl-3,4-di-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:1269466-96-7
Molecular Formula:C₃₁H₃₄O₇S
Molecular Weight:550.673
Hs Code.:

Synonyms:p-methylphenyl 2,6-di-O-acetyl-3,4-di-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of p-methylphenyl 2,6-di-O-acetyl-3,4-di-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of p-methylphenyl 2,6-di-O-acetyl-3,4-di-O-benzyl-1-thio-β-D-glucopyranoside

There total 7 articles about p-methylphenyl 2,6-di-O-acetyl-3,4-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:

: 1314746-45-6
4-methylphenyl 3,4-di-O-benzyl-1-thio-β-D-glucopyranoside

: 108-24-7
acetic anhydride

: 1269466-96-7
p-methylphenyl 2,6-di-O-acetyl-3,4-di-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ol200192d

Reference yield:

: 100-52-7
benzaldehyde

: 1269466-96-7
p-methylphenyl 2,6-di-O-acetyl-3,4-di-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -78 °C / Molecular sieve; Inert atmosphere

2: triethylsilane; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

3: borane-THF; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 5 h / 0 °C / Inert atmosphere

4: dmap; triethylamine / dichloromethane / 12 h / 20 °C

With triethylsilane; dmap; borane-THF; trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1021/ol200192d

Reference yield:

: 942043-17-6
4-methylphenyl 2,3,4,6-tetrakis-O-trimethylsilyl-1-thio-β-D-glucopyranoside

: 1269466-96-7
p-methylphenyl 2,6-di-O-acetyl-3,4-di-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -78 °C / Molecular sieve; Inert atmosphere

2: triethylsilane; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / -78 °C / Inert atmosphere

3: borane-THF; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 5 h / 0 °C / Inert atmosphere

4: dmap; triethylamine / dichloromethane / 12 h / 20 °C

With triethylsilane; dmap; borane-THF; trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1021/ol200192d