p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside
CAS No.:929040-60-8
Molecular Formula:C₃₅H₃₆O₇S
Molecular Weight:600.733
Hs Code.:

Synonyms:p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

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Technology Process of p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

There total 12 articles about p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-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%

: p-tolyl 2-O-benzoyl-3-O-benzyl-4,6-O-p-methoxybenzylidene-1-thio-β-D-glucopyranoside

: 929040-60-8
p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium cyanoborohydride; trifluoroacetic acid; In N,N-dimethyl-formamide; at 0 ℃; Inert atmosphere;
DOI:10.1021/acs.orglett.7b02271

Reference yield:

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

: 929040-60-8
p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / camphorsulfonic acid / dimethylformamide / 3 h / 50 °C

2.1: Bu₂SnO / toluene / 3 h / Heating

2.2: 80 percent / CsF / toluene; dimethylformamide / 4 h / 140 °C

3.1: 90 percent / N,N-dimethylaminopyridine / CH₂Cl₂ / 20 °C

4.1: NaCNBH₃; TFA / dimethylformamide / 48 h

With dmap; camphor-10-sulfonic acid; di(n-butyl)tin oxide; sodium cyanoborohydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.200601090

Reference yield:

: 28244-94-2,28244-99-7,86782-41-4,131488-65-8
p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

: 929040-60-8
p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium methylate / dichloromethane; methanol / Inert atmosphere

2.1: camphor-10-sulfonic acid / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

3.1: di(n-butyl)tin oxide / toluene / 3 h / Reflux; Dean-Stark; Inert atmosphere

3.2: 4 h / Reflux; Inert atmosphere

4.1: dmap / dichloromethane / 3 h / Inert atmosphere

5.1: trifluoroacetic acid; sodium cyanoborohydride / N,N-dimethyl-formamide / 0 °C / Inert atmosphere

With dmap; camphor-10-sulfonic acid; sodium methylate; di(n-butyl)tin oxide; sodium cyanoborohydride; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.orglett.7b02271