ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside
CAS No.:935657-39-9
Molecular Formula:C₄₂H₈₂O₅SSi₃
Molecular Weight:783.433
Hs Code.:

Synonyms:ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

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Chemical Property of ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

Chemical Property:

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Technology Process of ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

There total 3 articles about ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-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:

: ethyl 6-O-benzyl-1-thio-β-D-glucopyranoside

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 935657-39-9
ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

Guidance literature:: With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 100 ℃; for 20h;
DOI:10.1021/ol070427b

Reference yield:

: 935657-41-3
ethyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-glucopyranoside

: 935657-39-9
ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: sodium methoxide / methanol; tetrahydrofuran / 0.17 h / 20 °C

2: 249 mg / 2,6-lutidine / dimethylformamide / 20 h / 100 °C

With 2,6-dimethylpyridine; sodium methylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ol070427b

Reference yield:

: 20701-62-6
ethyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 935657-39-9
ethyl 6-O-benzyl-1-thio-2,3,4-tris-O-(triisopropylsilyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 - 20 °C

2: sodium methoxide / methanol; tetrahydrofuran / 0.17 h / 20 °C

3: 249 mg / 2,6-lutidine / dimethylformamide / 20 h / 100 °C

With 2,6-dimethylpyridine; triethylsilane; sodium methylate; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol070427b