(2-methyl-5-tert-butylphenyl) 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

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Chemical Name:(2-methyl-5-tert-butylphenyl) 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside
CAS No.:1442422-46-9
Molecular Formula:C₃₀H₄₂O₇S
Molecular Weight:546.725
Hs Code.:

Synonyms:(2-methyl-5-tert-butylphenyl) 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

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Chemical Property of (2-methyl-5-tert-butylphenyl) 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

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Technology Process of (2-methyl-5-tert-butylphenyl) 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

There total 5 articles about (2-methyl-5-tert-butylphenyl) 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-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: 69.0%

: 1442422-45-8
(2-methyl-5-tert-butylphenyl) 3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

: 100-39-0
benzyl bromide

: 1442422-46-9
(2-methyl-5-tert-butylphenyl) 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at -40 - -5 ℃; for 26h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2013.04.094

Reference yield:

: 1379519-57-9
(2-methyl-5-tert-butylphenyl) 2,3,4,6-tetra-O-acetyl-1-thia-α-D-mannopyranoside

: 1442422-46-9
(2-methyl-5-tert-butylphenyl) 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium methylate / methanol / 20 °C / Inert atmosphere

2: camphor-10-sulfonic acid / methanol / 8 h / Reflux; Inert atmosphere

3: sodium hydride / N,N-dimethyl-formamide; mineral oil / 26 h / -40 - -5 °C / Inert atmosphere

With camphor-10-sulfonic acid; sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2013.04.094

Reference yield:

: 1361016-58-1
(2-methyl-5-tert-butylphenyl) 1-thio-α-D-mannopyranoside

: 1442422-46-9
(2-methyl-5-tert-butylphenyl) 2-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thia-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: camphor-10-sulfonic acid / methanol / 8 h / Reflux; Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 26 h / -40 - -5 °C / Inert atmosphere

With camphor-10-sulfonic acid; sodium hydride; In methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2013.04.094