(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol

Base Information

Chemical Name:(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol
CAS No.:1377891-78-5
Molecular Formula:C₃₇H₄₄O₁₀Si
Molecular Weight:676.836
Hs Code.:

Synonyms:(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol

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Chemical Property of (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol

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Technology Process of (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol

There total 6 articles about (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol 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: 98.0%

: 655237-49-3
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol

: 108-24-7
acetic anhydride

: 1377891-78-5
(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol

Guidance literature:: (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol; With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 24h;

acetic anhydride; With pyridine; dmap; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2012.03.051

Reference yield:

: C₂₉H₃₆O₆Si

: 108-24-7
acetic anhydride

: 1377891-78-5
(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol

Guidance literature:: With pyridine; dmap; In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield:

: C₅₇H₆₀O₇Si

: 1377891-78-5
(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / -78 - -20 °C

2.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 24 h / 20 °C

2.2: 24 h / 20 °C

With triethylsilane; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmc.2012.03.051