3,4,6-tri-O-benzyl-1,2-O-(3,4-dimethoxybenzylidene)-5-O-tert-butyldimethylsilyl-D-glucitol

Base Information

Chemical Name:3,4,6-tri-O-benzyl-1,2-O-(3,4-dimethoxybenzylidene)-5-O-tert-butyldimethylsilyl-D-glucitol
CAS No.:205693-46-5
Molecular Formula:C₄₂H₅₄O₈Si
Molecular Weight:714.971
Hs Code.:

Synonyms:3,4,6-tri-O-benzyl-1,2-O-(3,4-dimethoxybenzylidene)-5-O-tert-butyldimethylsilyl-D-glucitol

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Chemical Property of 3,4,6-tri-O-benzyl-1,2-O-(3,4-dimethoxybenzylidene)-5-O-tert-butyldimethylsilyl-D-glucitol

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Technology Process of 3,4,6-tri-O-benzyl-1,2-O-(3,4-dimethoxybenzylidene)-5-O-tert-butyldimethylsilyl-D-glucitol

There total 6 articles about 3,4,6-tri-O-benzyl-1,2-O-(3,4-dimethoxybenzylidene)-5-O-tert-butyldimethylsilyl-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: 91.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 205693-45-4
3,4,6-tri-O-benzyl-1,2-O-(3,4-dimethoxybenzylidene)-D-glucitol

: 205693-46-5
3,4,6-tri-O-benzyl-1,2-O-(3,4-dimethoxybenzylidene)-5-O-tert-butyldimethylsilyl-D-glucitol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1021/jo9800098

Reference yield:

: 61008-72-8
3,4,6-tri-O-benzyl-D-glucitol

: 205693-46-5
3,4,6-tri-O-benzyl-1,2-O-(3,4-dimethoxybenzylidene)-5-O-tert-butyldimethylsilyl-D-glucitol

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / conc. H₂SO₄; molecular sieves (3 Angstroem) / CH₂Cl₂ / 3.5 h / 20 °C

2: 91 percent / imidazole / dimethylformamide / 15 h / 20 °C

With 1H-imidazole; 3 A molecular sieve; sulfuric acid; In dichloromethane; N,N-dimethyl-formamide; 1: Cyclization / 2: silylation;
DOI:10.1021/jo9800098

Reference yield:

: 20672-66-6,40246-26-2,84926-76-1,114179-79-2,115184-49-1
3,4,6-tri-O-benzyl-D-glucopyranose

: 205693-46-5
3,4,6-tri-O-benzyl-1,2-O-(3,4-dimethoxybenzylidene)-5-O-tert-butyldimethylsilyl-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / NaBH₄ / tetrahydrofuran; acetic acid / 2 h / 0 - 20 °C

2: 84 percent / conc. H₂SO₄; molecular sieves (3 Angstroem) / CH₂Cl₂ / 3.5 h / 20 °C

3: 91 percent / imidazole / dimethylformamide / 15 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; 3 A molecular sieve; sulfuric acid; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; 1: Reduction / 2: Cyclization / 3: silylation;
DOI:10.1021/jo9800098