benzyl 2-O-benzyl-4,6-O-(1-(S)-methoxycarbonylethylidene)-3-O-methyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-O-benzyl-4,6-O-(1-(S)-methoxycarbonylethylidene)-3-O-methyl-β-D-glucopyranoside
CAS No.:156626-39-0
Molecular Formula:C₂₅H₃₀O₈
Molecular Weight:458.508
Hs Code.:

Synonyms:benzyl 2-O-benzyl-4,6-O-(1-(S)-methoxycarbonylethylidene)-3-O-methyl-β-D-glucopyranoside

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Chemical Property of benzyl 2-O-benzyl-4,6-O-(1-(S)-methoxycarbonylethylidene)-3-O-methyl-β-D-glucopyranoside

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Technology Process of benzyl 2-O-benzyl-4,6-O-(1-(S)-methoxycarbonylethylidene)-3-O-methyl-β-D-glucopyranoside

There total 5 articles about benzyl 2-O-benzyl-4,6-O-(1-(S)-methoxycarbonylethylidene)-3-O-methyl-β-D-glucopyranoside 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: 45.0%

: 59054-68-1
methyl2,2-bis (ethylthio) propanoate

: 156626-38-9
benzyl 2-O-benzyl-3-O-methyl-β-D-glucopyranoside

: benzyl 2-O-benzyl-4,6-O-(1-(R)-methoxycarbonylethylidene)-3-O-methyl-β-D-glucopyranoside

: 156626-39-0
benzyl 2-O-benzyl-4,6-O-(1-(S)-methoxycarbonylethylidene)-3-O-methyl-β-D-glucopyranoside

Guidance literature:: With sulfuryl dichloride; trifluorormethanesulfonic acid; In diethyl ether; dichloromethane; toluene; at -78 - 20 ℃; for 3h;
DOI:10.1016/0008-6215(94)80059-6

Reference yield:

: 30694-99-6
Benzyl 3-O-methyl-β-D-glucopyranoside

: 156626-39-0
benzyl 2-O-benzyl-4,6-O-(1-(S)-methoxycarbonylethylidene)-3-O-methyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / p-TsOH / 1 h

2: 94 percent / KOH / dimethylformamide / 0.17 h / Ambient temperature

3: 87 percent / 70percent aq. AcOH / 2 h / 50 °C

4: 45 percent / CF₃SO₃H-SO₂Cl₂ / CH₂Cl₂; toluene; diethyl ether / 3 h / -78 - 20 °C

With potassium hydroxide; sulfuryl dichloride; trifluorormethanesulfonic acid; toluene-4-sulfonic acid; acetic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(94)80059-6

Reference yield:

: 100-44-7
benzyl chloride

: 156626-39-0
benzyl 2-O-benzyl-4,6-O-(1-(S)-methoxycarbonylethylidene)-3-O-methyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / KOH / dimethylformamide / 0.17 h / Ambient temperature

2: 87 percent / 70percent aq. AcOH / 2 h / 50 °C

3: 45 percent / CF₃SO₃H-SO₂Cl₂ / CH₂Cl₂; toluene; diethyl ether / 3 h / -78 - 20 °C

With potassium hydroxide; sulfuryl dichloride; trifluorormethanesulfonic acid; acetic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(94)80059-6