(3R)-tert-butyl-[3-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)oxy]heptadecanoate

Base Information

Chemical Name:(3R)-tert-butyl-[3-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)oxy]heptadecanoate
CAS No.:628316-35-8
Molecular Formula:C₅₀H₇₂O₁₀
Molecular Weight:833.116
Hs Code.:

Synonyms:(3R)-tert-butyl-[3-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)oxy]heptadecanoate

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Chemical Property of (3R)-tert-butyl-[3-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)oxy]heptadecanoate

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Technology Process of (3R)-tert-butyl-[3-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)oxy]heptadecanoate

There total 8 articles about (3R)-tert-butyl-[3-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)oxy]heptadecanoate 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%

: 404867-97-6
(3R)-tert-butyl [17-tert-butyldiphenylsilyloxy-3-(2,3,4-tri-O-benzyl-6-O-acetyl-β-D-glucopyranosyl)oxy]heptadecanoate

: 628316-35-8
(3R)-tert-butyl-[3-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)oxy]heptadecanoate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ja036521e DOI:10.1002/chem.200305588

Reference yield:

: 125164-10-5
6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 628316-35-8
(3R)-tert-butyl-[3-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)oxy]heptadecanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / TMSOTf / CH₂Cl₂; acetonitrile / 0.5 h / -50 °C

2: 92 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 2 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/chem.200305588

Reference yield:

: 404867-96-5
17-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-heptadecanoic acid tert-butyl ester

: 628316-35-8
(3R)-tert-butyl-[3-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)oxy]heptadecanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / TMSOTf / CH₂Cl₂; acetonitrile / 0.5 h / -50 °C

2: 92 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 2 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/chem.200305588