(2'R,3'R)-methyl 6-O-tert-butyldiphenylsilyl-4-O-(4''-iodobutyl)-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-glucopyranoside

Base Information

Chemical Name:(2'R,3'R)-methyl 6-O-tert-butyldiphenylsilyl-4-O-(4''-iodobutyl)-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-glucopyranoside
CAS No.:1357376-78-3
Molecular Formula:C₃₃H₄₉IO₈Si
Molecular Weight:728.737
Hs Code.:

Synonyms:(2'R,3'R)-methyl 6-O-tert-butyldiphenylsilyl-4-O-(4''-iodobutyl)-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-glucopyranoside

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Chemical Property of (2'R,3'R)-methyl 6-O-tert-butyldiphenylsilyl-4-O-(4''-iodobutyl)-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-glucopyranoside

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Technology Process of (2'R,3'R)-methyl 6-O-tert-butyldiphenylsilyl-4-O-(4''-iodobutyl)-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-glucopyranoside

There total 5 articles about (2'R,3'R)-methyl 6-O-tert-butyldiphenylsilyl-4-O-(4''-iodobutyl)-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-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: 53.0%

: 1357376-77-2
(2'R,3'R)-methyl 6-O-tert-butyldiphenylsilyl-4-O-(4''-chlorobutyl)-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-glucopyranoside

: 1357376-78-3
(2'R,3'R)-methyl 6-O-tert-butyldiphenylsilyl-4-O-(4''-iodobutyl)-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-glucopyranoside

Guidance literature:: With sodium iodide; In acetone; for 24h; Reflux;
DOI:10.1016/j.carres.2011.08.024

Reference yield:

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

: 1357376-78-3
(2'R,3'R)-methyl 6-O-tert-butyldiphenylsilyl-4-O-(4''-iodobutyl)-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: camphor-10-sulfonic acid / methanol

2.1: sodium hydroxide / water; dimethyl sulfoxide / 20 h / 20 °C

2.2: 20 °C

3.1: sodium iodide / acetone / 24 h / Reflux

With camphor-10-sulfonic acid; sodium iodide; sodium hydroxide; In methanol; water; dimethyl sulfoxide; acetone; 2.1: Williamson synthesis / 3.1: Finkelstein reaction;
DOI:10.1016/j.carres.2011.08.024

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1357376-78-3
(2'R,3'R)-methyl 6-O-tert-butyldiphenylsilyl-4-O-(4''-iodobutyl)-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; dimethyl sulfoxide / 20 h / 20 °C

1.2: 20 °C

2.1: sodium iodide / acetone / 24 h / Reflux

With sodium iodide; sodium hydroxide; In water; dimethyl sulfoxide; acetone; 1.1: Williamson synthesis / 2.1: Finkelstein reaction;
DOI:10.1016/j.carres.2011.08.024