3,4,6-tri-O-benzyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose

Base Information

Chemical Name:3,4,6-tri-O-benzyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose
CAS No.:852448-25-0
Molecular Formula:C₃₁H₃₆O₆S
Molecular Weight:536.689
Hs Code.:

Synonyms:3,4,6-tri-O-benzyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose

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Chemical Property of 3,4,6-tri-O-benzyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose

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Technology Process of 3,4,6-tri-O-benzyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose

There total 3 articles about 3,4,6-tri-O-benzyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose 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:

: 100-39-0
benzyl bromide

: 669775-77-3
1,2-O-(1-ethylthioethylidene)-α-D-glucopyranose

: 852448-25-0
3,4,6-tri-O-benzyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at -30 - 20 ℃; for 16h;
DOI:10.1002/anie.200502694

Reference yield:

: 64656-17-3
3,4,6-tri-O-acetyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose

: 852448-25-0
3,4,6-tri-O-benzyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: NaOMe / methanol / 1 h / 20 °C

2: 3.65 g / NaH / dimethylformamide / 16 h / -30 - 20 °C

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/anie.200502694

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

: 852448-25-0
3,4,6-tri-O-benzyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: HBr; acetic acid / CH₂Cl₂ / 0 - 20 °C

1.2: 83 percent / 2,6-lutidine; tetrabutylammonium bromide / nitromethane / 48 h / 20 °C

2.1: 55 percent / KOH / tetrahydrofuran / Heating

With potassium hydroxide; hydrogen bromide; acetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2005.03.003