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

Base Information

Chemical Name:methyl 2,3-O-diphenylmethylene-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside
CAS No.:150412-48-9
Molecular Formula:C₃₃H₄₀O₁₂S
Molecular Weight:660.739
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 1 articles about methyl 2,3-O-diphenylmethylene-4-O-(2,4,6-tri-O-acetyl-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: 77.0%

: 30694-94-1
2,4,6-tri-O-acetate-3-O-methyl-α-D-glucopyranosylbromide

: methyl 2,3-O-diphenylmethylene-1-thio-α-L-rhamnopyranoside

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

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; toluene; at -40 ℃; for 0.5h;
DOI:10.1016/0008-6215(93)80099-Z

Reference yield: 96.0%

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

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

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1016/0008-6215(93)80099-Z

Reference yield:

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

: (2S,3R,4S,5R,6S)-5-((2S,3R,4S,5R,6R)-3-Benzyloxy-6-benzyloxymethyl-5-hydroxy-4-methoxy-tetrahydro-pyran-2-yloxy)-6-methyl-2-methylsulfanyl-tetrahydro-pyran-3,4-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / sodium methoxide / methanol

2: 83 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h

3: 75.9 percent / KOH / dimethylformamide / 2 h

4: LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / 2 h / Heating

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; sodium methylate; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80099-Z