2',3',4'-tri-O-benzyl-6'-O-[2-(3-bromopropoxy)benzoyl]-α-D-methylglucoside

Base Information

Chemical Name:2',3',4'-tri-O-benzyl-6'-O-[2-(3-bromopropoxy)benzoyl]-α-D-methylglucoside
CAS No.:1378999-58-6
Molecular Formula:C₃₈H₄₁BrO₈
Molecular Weight:705.643
Hs Code.:

Synonyms:2',3',4'-tri-O-benzyl-6'-O-[2-(3-bromopropoxy)benzoyl]-α-D-methylglucoside

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Chemical Property of 2',3',4'-tri-O-benzyl-6'-O-[2-(3-bromopropoxy)benzoyl]-α-D-methylglucoside

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Technology Process of 2',3',4'-tri-O-benzyl-6'-O-[2-(3-bromopropoxy)benzoyl]-α-D-methylglucoside

There total 6 articles about 2',3',4'-tri-O-benzyl-6'-O-[2-(3-bromopropoxy)benzoyl]-α-D-methylglucoside 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: 77.0%

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 97384-45-7
2-(3-bromopropyloxy)benzoic acid

: 1378999-58-6
2',3',4'-tri-O-benzyl-6'-O-[2-(3-bromopropoxy)benzoyl]-α-D-methylglucoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 122h; Reflux;
DOI:10.3998/ark.5550190.0013.617

Reference yield:

: 97-30-3
methyl-alpha-D-glucopyranoside

: 1378999-58-6
2',3',4'-tri-O-benzyl-6'-O-[2-(3-bromopropoxy)benzoyl]-α-D-methylglucoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide / 3.5 h / 0 - 20 °C

2: acetic acid; zinc(II) chloride / diethyl ether / 8 h / 20 °C

3: methanol; sodium methylate / 1.5 h / 20 °C

4: dmap; dicyclohexyl-carbodiimide / dichloromethane / 122 h / 20 °C / Reflux

With methanol; dmap; sodium methylate; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; zinc(II) chloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3998/ark.5550190.0013.617

Reference yield:

: 17954-11-9
2-(3-bromopropyloxy)benzaldehyde

: 1378999-58-6
2',3',4'-tri-O-benzyl-6'-O-[2-(3-bromopropoxy)benzoyl]-α-D-methylglucoside

Guidance literature:: Multi-step reaction with 2 steps

1: potassium permanganate / water; acetone / 24 h / 0 °C

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 122 h / 20 °C / Reflux

With dmap; potassium permanganate; dicyclohexyl-carbodiimide; In dichloromethane; water; acetone;
DOI:10.3998/ark.5550190.0013.617