methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-α-D-glucopyranoside

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Chemical Name:methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-α-D-glucopyranoside
CAS No.:250687-61-7
Molecular Formula:C₂₇H₃₄O₆
Molecular Weight:454.563
Hs Code.:

Synonyms:methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-α-D-glucopyranoside

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Chemical Property of methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-α-D-glucopyranoside

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Technology Process of methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-α-D-glucopyranoside

There total 5 articles about methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-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: 90.0%

: 1826-67-1
vinyl magnesium bromide

: 250687-53-7
methyl 2,3-di-O-benzyl-4-O-crotonyl-6-deoxy-α-D-glucopyranoside

: 250687-61-7
methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-α-D-glucopyranoside

Guidance literature:: vinyl magnesium bromide; With copper(I) bromide dimethylsulfide complex; dimethylsulfide; In tetrahydrofuran; at -78 ℃; for 1h;

methyl 2,3-di-O-benzyl-4-O-crotonyl-6-deoxy-α-D-glucopyranoside; In tetrahydrofuran; at -78 ℃; for 0.166667h; Further stages.;
DOI:10.1021/ol9909942

Reference yield:

: 54522-57-5
methyl-2,3-di-O-benzyl-6-O-(4-toluenesulfonyl)-α-D-glucopyranoside

: 250687-61-7
methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: CuBr*Me₂S; Me₂S / tetrahydrofuran / 1 h / -78 °C

1.2: 90 percent / tetrahydrofuran / 0.17 h / -78 °C

With copper(I) bromide dimethylsulfide complex; dimethylsulfide; In tetrahydrofuran;
DOI:10.1021/ol9909942

Reference yield:

: 17791-36-5
methyl 2,3-di-O-benzyl-α-D-glucopyranoside

: 250687-61-7
methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: CuBr*Me₂S; Me₂S / tetrahydrofuran / 1 h / -78 °C

1.2: 90 percent / tetrahydrofuran / 0.17 h / -78 °C

With copper(I) bromide dimethylsulfide complex; dimethylsulfide; In tetrahydrofuran;
DOI:10.1021/ol9909942