thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-glucopyranoside
CAS No.:1383446-30-7
Molecular Formula:C₃₈H₄₃N₃O₅SSi
Molecular Weight:681.928
Hs Code.:

Synonyms:thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-glucopyranoside

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Chemical Property of thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-glucopyranoside

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Technology Process of thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-glucopyranoside

There total 7 articles about thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-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:

: 1386972-44-6
C₂₂H₂₅N₃O₅S

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1383446-30-7
thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-glucopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1080/07328303.2012.658274

Reference yield:

: thiotolyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 1383446-30-7
thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; diborane / tetrahydrofuran / 10 h / 0 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; diborane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1080/07328303.2012.658274

Reference yield:

: 220645-79-4
p-methylphenyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 1383446-30-7
thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / tetrahydrofuran / 10 h / Reflux

2.1: ethylenediamine / butan-1-ol / 10 h / 100 °C

2.2: 13 h / 0 - 20 °C

3.1: pyridine / 12 h / 0 - 20 °C

4.1: 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; diborane / tetrahydrofuran / 10 h / 0 °C

5.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; toluene-4-sulfonic acid; ethylenediamine; diborane; In tetrahydrofuran; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1080/07328303.2012.658274