methyl 4,6-O-benzylidene-2,3-di-O-[(methylthio)thiocarbonyl]-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2,3-di-O-[(methylthio)thiocarbonyl]-α-D-galactopyranoside
• CAS No.: 132074-90-9
• Molecular Formula: C₁₈H₂₂O₆S₄
• Molecular Weight: 462.633

Synonyms:methyl 4,6-O-benzylidene-2,3-di-O-[(methylthio)thiocarbonyl]-α-D-galactopyranoside

Chemical Property of methyl 4,6-O-benzylidene-2,3-di-O-[(methylthio)thiocarbonyl]-α-D-galactopyranoside

Chemical Property:

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Technology Process of methyl 4,6-O-benzylidene-2,3-di-O-[(methylthio)thiocarbonyl]-α-D-galactopyranoside

There total 3 articles about methyl 4,6-O-benzylidene-2,3-di-O-[(methylthio)thiocarbonyl]-α-D-galactopyranoside 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: 97.0%

carbon disulfide (75-15-0,12122-00-8) + methyl 4,6-O-benzylidene-α-D-galactopyranoside (64552-06-3) + methyl iodide (74-88-4) → methyl 4,6-O-benzylidene-2,3-di-O-[(methylthio)thiocarbonyl]-α-D-galactopyranoside (132074-90-9)

Guidance literature:

methyl 4,6-O-benzylidene-α-D-galactopyranoside; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.333333h;

carbon disulfide; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.333333h;

methyl iodide; In tetrahydrofuran; mineral oil; for 0.333333h;

DOI:10.1016/j.tet.2017.09.022

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + methyl 4,6-O-benzylidene-α-D-galactopyranoside (64552-06-3) + methyl iodide (74-88-4) → (S,S)-dimethyl trithiocarbonate (2314-48-9) + methyl 4,6-O-benzylidene-2,3-O-thiocarbonyl-α-D-galactoside (132074-91-0) + methyl 4,6-O-benzylidene-2,3-di-O-[(methylthio)thiocarbonyl]-α-D-galactopyranoside (132074-90-9)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

Reference yield:

→ methyl 4,6-O-benzylidene-2,3-di-O-[(methylthio)thiocarbonyl]-α-D-galactopyranoside (132074-90-9)

Guidance literature:

Methyl-4.6-O-benzyliden-α-D-galactopyranosid, CS2,CH3I;

upstream raw materials:

carbon disulfide

methyl 4,6-O-benzylidene-α-D-galactopyranoside

methyl iodide

Downstream raw materials:

(4R,5R)-4,6-dibenzyloxy-5-hydroxyhexanal ethylene dithioacetal

(4R,5S)-5-azido-4,6-dibenzyloxyhexanal

2-mercaptoethyl 4,6-di-O-benzyl-1-thio-1,2,3-trideoxy-α-D-threo-hexoside

(4R,5S)-5-azido-4,6-dibenzyloxyhexanal ethylene dithioacetal

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