methyl 4,6-O-benzylidene-2,3-bis[3,4,5-tris((tert-butyldimethylsilyl)oxy)]benzoyl-α-D-glucopyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-2,3-bis[3,4,5-tris((tert-butyldimethylsilyl)oxy)]benzoyl-α-D-glucopyranoside
CAS No.:1399278-24-0
Molecular Formula:C₆₄H₁₁₀O₁₄Si₆
Molecular Weight:1272.08
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-2,3-bis[3,4,5-tris((tert-butyldimethylsilyl)oxy)]benzoyl-α-D-glucopyranoside

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Chemical Property of methyl 4,6-O-benzylidene-2,3-bis[3,4,5-tris((tert-butyldimethylsilyl)oxy)]benzoyl-α-D-glucopyranoside

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Technology Process of methyl 4,6-O-benzylidene-2,3-bis[3,4,5-tris((tert-butyldimethylsilyl)oxy)]benzoyl-α-D-glucopyranoside

There total 7 articles about methyl 4,6-O-benzylidene-2,3-bis[3,4,5-tris((tert-butyldimethylsilyl)oxy)]benzoyl-α-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: 57.0%

: 121056-98-2
3,4,5‐tris(tert‐butyldimethylsilyloxy)benzoic acid

: 3162-96-7
4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

: 1399278-24-0
methyl 4,6-O-benzylidene-2,3-bis[3,4,5-tris((tert-butyldimethylsilyl)oxy)]benzoyl-α-D-glucopyranoside

Guidance literature:: With dmap; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide; In dichloromethane; Reflux;
DOI:10.1002/chem.201200517

Reference yield:

: 3,4,5-tri(tert-butyldimethylsilyloxy)cinnamoyl chloride

: 3162-96-7
4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

: 1399278-27-3
C₃₉H₆₄O₁₀Si₃

: 1399278-24-0
methyl 4,6-O-benzylidene-2,3-bis[3,4,5-tris((tert-butyldimethylsilyl)oxy)]benzoyl-α-D-glucopyranoside

Guidance literature:: With dmap; In dichloromethane; at 0 - 20 ℃;
DOI:10.1002/chem.201200517

Reference yield:

: 149-91-7
3,4,5-trihydroxybenzoic acid

: 1399278-24-0
methyl 4,6-O-benzylidene-2,3-bis[3,4,5-tris((tert-butyldimethylsilyl)oxy)]benzoyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2: water; acetic acid / tetrahydrofuran / 24 h / 20 °C

3: dmap; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide / dichloromethane / Reflux

With 1H-imidazole; dmap; water; 4-(dimethylamino)pyridine hydrochloride; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201200517