(2'S,3'S)-methyl 2-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

Base Information

Chemical Name:(2'S,3'S)-methyl 2-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside
CAS No.:1252047-52-1
Molecular Formula:C₂₁H₃₂O₉
Molecular Weight:428.48
Hs Code.:

Synonyms:(2'S,3'S)-methyl 2-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

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Chemical Property of (2'S,3'S)-methyl 2-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

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Technology Process of (2'S,3'S)-methyl 2-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

There total 3 articles about (2'S,3'S)-methyl 2-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside 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: 86.0%

: methyl 3,4-O-[(2S,3S)-2,3-dimethoxy-2,3-butanedily]-6-O-(tert-butyl)diphenylsilyl-α-D-mannopyranoside

: 824-94-2
p-methoxybenzyl chloride

: 1252047-52-1
(2'S,3'S)-methyl 2-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

Guidance literature:: methyl 3,4-O-[(2S,3S)-2,3-dimethoxy-2,3-butanedily]-6-O-(tert-butyl)diphenylsilyl-α-D-mannopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 4h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 6h;
DOI:10.1021/acs.orglett.0c00732

Reference yield: 54.0%

: 824-94-2
p-methoxybenzyl chloride

: 176897-12-4
(2S,3S,4aR,5R,7S,8S,8aR)-5-(hydroxymethyl)-2,3,7-trimethoxy-2,3-dimethylhexahydro-2Hpyrano[3,4-b][1,4]dioxin-8-ol4

: 1252047-52-1
(2'S,3'S)-methyl 2-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

: 1252047-53-2
(2'S,3'S)-methyl 2,6-di-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

Guidance literature:: p-methoxybenzyl chloride; (2S,3S,4aR,5R,7S,8S,8aR)-5-(hydroxymethyl)-2,3,7-trimethoxy-2,3-dimethylhexahydro-2Hpyrano[3,4-b][1,4]dioxin-8-ol4; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; Cooling with ice; Inert atmosphere;

With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.tet.2010.07.037