p-methoxyphenyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-trifluoroethylsulfonato-β-D-glucopyranoside

Base Information

Chemical Name:p-methoxyphenyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-trifluoroethylsulfonato-β-D-glucopyranoside
CAS No.:763129-84-6
Molecular Formula:C₂₈H₃₉F₃O₁₀SSi
Molecular Weight:652.758
Hs Code.:

Synonyms:p-methoxyphenyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-trifluoroethylsulfonato-β-D-glucopyranoside

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Chemical Property of p-methoxyphenyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-trifluoroethylsulfonato-β-D-glucopyranoside

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Technology Process of p-methoxyphenyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-trifluoroethylsulfonato-β-D-glucopyranoside

There total 1 articles about p-methoxyphenyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-trifluoroethylsulfonato-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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 763129-80-2
p-methoxypheyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoroethylsulfonato-β-D-glucopyranoside

: 763129-84-6
p-methoxyphenyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-trifluoroethylsulfonato-β-D-glucopyranoside

Guidance literature:: p-methoxypheyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoroethylsulfonato-β-D-glucopyranoside; With toluene-4-sulfonic acid; ethanethiol; In dichloromethane; at 20 ℃;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h; Further stages.;
DOI:10.1016/j.tetlet.2004.06.131

Reference yield: 10.0%

: 640273-65-0
Benzoic acid (2R,3R,4R,5R,6R)-3-azido-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-5-(2,2,2-trifluoro-ethoxysulfonyloxy)-tetrahydro-pyran-4-yl ester

: 763129-84-6
p-methoxyphenyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-trifluoroethylsulfonato-β-D-glucopyranoside

: 763129-88-0
p-methoxyphenyl (3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-trifluoroethylsulfonato-β-D-glucopyranosyluryl)-(1-4)-2-azido-3-O-benzoyl-6-O-benzyl-2-deoxy-4-O-trifluoroethylsulfonato-β-D-galactopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In toluene; at 20 ℃; for 8h;
DOI:10.1016/j.tetlet.2004.06.131

Reference yield:

: 763129-84-6
p-methoxyphenyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-trifluoroethylsulfonato-β-D-glucopyranoside

: p-methoxyphenyl (3-O-benzyl-2-O-sulfonato-β-D-glucopyranosyl)-(1-4)-2-azido-6-O-benzyl-2-deoxy-4-O-sulfonato-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 10 percent / BF₃*OEt₂ / toluene / 8 h / 20 °C

2: 90 percent / MeONa / methanol / 24 h / 20 °C

3: 50 percent / t-BuOK / 2-methyl-propan-2-ol / 12 h / 60 °C

With boron trifluoride diethyl etherate; potassium tert-butylate; sodium methylate; In methanol; toluene; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2004.06.131