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

Base Information

Chemical Name:ethyl 4-O-(2,4-di-O-benzyl-3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside
CAS No.:150412-60-5
Molecular Formula:C₂₉H₄₀O₉S
Molecular Weight:564.697
Hs Code.:

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

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

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

There total 8 articles about ethyl 4-O-(2,4-di-O-benzyl-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: 72.5%

: 150412-59-2
ethyl 4-O-(2-O-benzyl-4,6-O-benzylidene-3-O-methyl-β-D-glucopyranosyl)-2,3-O-diphenylmethylene-1-thio-α-L-rhamnopyranoside

: 150412-60-5
ethyl 4-O-(2,4-di-O-benzyl-3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside

Guidance literature:: With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane; Heating;
DOI:10.1016/0008-6215(93)80099-Z

Reference yield:

: 125520-01-6
ethyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

: 150412-60-5
ethyl 4-O-(2,4-di-O-benzyl-3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 89.7 percent / sodium methoxide / methanol

2: 73 percent / pyridine / 96 h / 110 °C

3: 85.7 percent / silver triflate / CH₂Cl₂; toluene / -40 °C

4: 91.3 percent / sodium methoxide / methanol

5: 87.4 percent / p-toluenesulfonic acid

6: 84.7 percent / KOH / dimethylformamide

7: 72.5 percent / LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / Heating

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

Reference yield:

: 127753-94-0
ethyl 1-thio-α-L-rhamnopyranoside

: 150412-60-5
ethyl 4-O-(2,4-di-O-benzyl-3-O-methyl-β-D-glucopyranosyl)-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / pyridine / 96 h / 110 °C

2: 85.7 percent / silver triflate / CH₂Cl₂; toluene / -40 °C

3: 91.3 percent / sodium methoxide / methanol

4: 87.4 percent / p-toluenesulfonic acid

5: 84.7 percent / KOH / dimethylformamide

6: 72.5 percent / LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / Heating

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