(2'S,3'S)-allyl 2,6-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

Base Information

Chemical Name:(2'S,3'S)-allyl 2,6-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside
CAS No.:290811-08-4
Molecular Formula:C₂₉H₃₈O₈
Molecular Weight:514.616
Hs Code.:

Synonyms:(2'S,3'S)-allyl 2,6-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

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Chemical Property of (2'S,3'S)-allyl 2,6-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

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Technology Process of (2'S,3'S)-allyl 2,6-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

There total 3 articles about (2'S,3'S)-allyl 2,6-di-O-benzyl-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: 88.0%

: 100-39-0
benzyl bromide

: 290811-07-3
allyl 3,4-O-(2’,3’-dimethoxybutane-2’,3’-diyl)-α-D-mannopyranoside

: 290811-08-4
(2'S,3'S)-allyl 2,6-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

Guidance literature:: allyl 3,4-O-(2’,3’-dimethoxybutane-2’,3’-diyl)-α-D-mannopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 15h; Further stages.;
DOI:10.1039/b001386m

Reference yield:

: 530-26-7
D-Mannose

: 290811-08-4
(2'S,3'S)-allyl 2,6-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 61 percent / acetyl chloride / 5 h / 50 - 60 °C

2.1: 78 percent / CSA / methanol / 10 h / Heating

3.1: NaH / dimethylformamide / 1 h / 0 °C

3.2: 88 percent / dimethylformamide / 15 h / 0 - 20 °C

With camphor-10-sulfonic acid; sodium hydride; acetyl chloride; In methanol; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: Condensation / 3.1: Metallation / 3.2: Etherification;
DOI:10.1039/b001386m

Reference yield:

: 41308-76-3,821794-45-0
allyl α-D-mannopyranoside

: 290811-08-4
(2'S,3'S)-allyl 2,6-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 78 percent / CSA / methanol / 10 h / Heating

2.1: NaH / dimethylformamide / 1 h / 0 °C

2.2: 88 percent / dimethylformamide / 15 h / 0 - 20 °C

With camphor-10-sulfonic acid; sodium hydride; In methanol; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Metallation / 2.2: Etherification;
DOI:10.1039/b001386m