methyl 2,3-O-diphenylmethylene-4-O-(3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside

Base Information

• Chemical Name: methyl 2,3-O-diphenylmethylene-4-O-(3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside
• CAS No.: 150412-49-0
• Molecular Formula: C₂₇H₃₄O₉S
• Molecular Weight: 534.628

Synonyms:methyl 2,3-O-diphenylmethylene-4-O-(3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside

Chemical Property of methyl 2,3-O-diphenylmethylene-4-O-(3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside

Chemical Property:

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Technology Process of methyl 2,3-O-diphenylmethylene-4-O-(3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside

There total 3 articles about methyl 2,3-O-diphenylmethylene-4-O-(3-O-methyl-β-D-glucopyranosyl)-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: 96.0%

methyl 2,3-O-diphenylmethylene-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside (150412-48-9) → methyl 2,3-O-diphenylmethylene-4-O-(3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside (150412-49-0)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/0008-6215(93)80099-Z

Reference yield:

2,4,6-tri-O-acetate-3-O-methyl-α-D-glucopyranosylbromide (30694-94-1) → methyl 2,3-O-diphenylmethylene-4-O-(3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside (150412-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / silver triflate, molecular sieves 4 Angstroem / CH₂Cl₂; toluene / 0.5 h / -40 °C

2: 96 percent / sodium methoxide / methanol

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; dichloromethane; toluene;

DOI:10.1016/0008-6215(93)80099-Z

Reference yield:

methyl 2,3-O-diphenylmethylene-1-thio-α-L-rhamnopyranoside → methyl 2,3-O-diphenylmethylene-4-O-(3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside (150412-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / silver triflate, molecular sieves 4 Angstroem / CH₂Cl₂; toluene / 0.5 h / -40 °C

2: 96 percent / sodium methoxide / methanol

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; dichloromethane; toluene;

DOI:10.1016/0008-6215(93)80099-Z

upstream raw materials:

methyl 2,3-O-diphenylmethylene-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside

2,4,6-tri-O-acetate-3-O-methyl-α-D-glucopyranosylbromide

Downstream raw materials:

methyl 4-O-(2-O-benzyl-4,6-O-benzylidene-3-O-methyl-β-D-glucopyranosyl)-2,3-O-diphenylmethylene-1-thio-α-L-rhamnopyranoside

methyl 4-O-(4,6-O-benzylidene-3-O-methyl-β-D-glucopyranosyl)-2,3-O-diphenylmethylene-1-thio-α-L-rhamnopyranoside

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