(2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester

Base Information

Chemical Name:(2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester
CAS No.:178454-13-2
Molecular Formula:C₃₃H₃₈O₁₀
Molecular Weight:594.659
Hs Code.:

Synonyms:(2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester

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Chemical Property of (2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester

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Technology Process of (2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester

There total 4 articles about (2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester 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%

: 608-68-4
dimethyl L-tartrate

: 169532-17-6,116391-11-8
ethyl 2,3,4-tri-O-benzyl-1-thio-α/β-L-fucopyranoside

: 178454-13-2
(2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester

Guidance literature:: dimethyl L-tartrate; ethyl 2,3,4-tri-O-benzyl-1-thio-α/β-L-fucopyranoside; In dichloromethane; for 4h; Inert atmosphere; Molecular sieve;

With N-iodo-succinimide; trifluoroacetic acid; In dichloromethane; at -30 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ml500266x

Reference yield: 88.0%

: 608-68-4
dimethyl L-tartrate

: 116514-50-2,128962-63-0,131545-02-3,136758-06-0,99409-34-4,116391-11-8
ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

: 178263-09-7
C₃₃H₃₈O₁₀

: 178454-13-2
(2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester

Guidance literature:: dimethyl L-tartrate; ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside; In dichloromethane; for 4h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -30 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ml300263x

Reference yield:

: 100-39-0
benzyl bromide

: 178454-13-2
(2R,3R)-2-hydroxy-3-(3,4,5-tri-O-benzyl-α-L-fucopyranos-l-yl)-succinic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: dichloromethane / 4 h / Molecular sieve; Inert atmosphere

2.2: 1 h / -30 °C / Inert atmosphere

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ml300263x