phenyl 2-O-methyl-(2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside

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Chemical Name:phenyl 2-O-methyl-(2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside
CAS No.:709619-81-8
Molecular Formula:C₁₉H₂₈O₆S
Molecular Weight:384.494
Hs Code.:

Synonyms:phenyl 2-O-methyl-(2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside

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Chemical Property of phenyl 2-O-methyl-(2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside

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Technology Process of phenyl 2-O-methyl-(2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside

There total 3 articles about phenyl 2-O-methyl-(2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside 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%

: 202824-32-6
phenyl (2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside

: 74-88-4
methyl iodide

: 709619-81-8
phenyl 2-O-methyl-(2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: phenyl (2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.333333h;

methyl iodide; at 0 - 20 ℃; for 2.5h;
DOI:10.1002/anie.201403542

Reference yield:

: 1214-98-8,105026-40-2,127061-11-4,131724-82-8
phenyl 1-thio-α-L-rhamnopyranose

: 709619-81-8
phenyl 2-O-methyl-(2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 58 percent / camphor sulfonic acid / methanol / 72 h / Heating

2: 67 percent / NaH / tetrahydrofuran / 2 h / 20 °C

With camphor-10-sulfonic acid; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1016/j.tet.2004.03.021

Reference yield:

: 1214-98-8,105026-40-2,127061-11-4,131724-82-8
phenyl 1-thio-α-L-rhamnopyranose

: 176798-33-7
2,2,3,3-tetramethoxybutane

: 709619-81-8
phenyl 2-O-methyl-(2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: (1S)-10-camphorsulfonic acid; trimethyl orthoformate / methanol / Inert atmosphere; Reflux

2.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.33 h / 0 °C

2.2: 2.5 h / 0 - 20 °C

With (1S)-10-camphorsulfonic acid; sodium hydride; trimethyl orthoformate; In methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/anie.201403542