4-methylphenyl 6-O-acetyl-2-O-benzoyl-3-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:4-methylphenyl 6-O-acetyl-2-O-benzoyl-3-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:1374561-81-5
Molecular Formula:C₂₉H₃₀O₇S
Molecular Weight:522.619
Hs Code.:

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

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

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

There total 6 articles about 4-methylphenyl 6-O-acetyl-2-O-benzoyl-3-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: 86.0%

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

: 108-24-7
acetic anhydride

: 1374561-81-5
4-methylphenyl 6-O-acetyl-2-O-benzoyl-3-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ja302640p

Reference yield:

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

: 1374561-81-5
4-methylphenyl 6-O-acetyl-2-O-benzoyl-3-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / 0 °C / Inert atmosphere; Molecular sieve

2: trimethylsilyl trifluoromethanesulfonate; triethylsilane / dichloromethane / 4 h / -78 °C / Inert atmosphere; Molecular sieve

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 18 h / 0 °C / Inert atmosphere; Molecular sieve

4: trifluoroacetic acid; water / dichloromethane / 3 h / 20 °C / Inert atmosphere; Molecular sieve

5: triethylamine / dichloromethane / 3 h / 0 °C / Inert atmosphere

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; water; triethylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ja3090065

Reference yield:

: (4aR,6S,7R,8S,8aR)-2-Phenyl-6-p-tolylsulfanyl-7,8-bis-trimethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxine

: 1374561-81-5
4-methylphenyl 6-O-acetyl-2-O-benzoyl-3-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilyl trifluoromethanesulfonate; triethylsilane / dichloromethane / 4 h / -78 °C / Inert atmosphere; Molecular sieve

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 18 h / 0 °C / Inert atmosphere; Molecular sieve

3: trifluoroacetic acid; water / dichloromethane / 3 h / 20 °C / Inert atmosphere; Molecular sieve

4: triethylamine / dichloromethane / 3 h / 0 °C / Inert atmosphere

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; water; triethylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ja3090065