(3aS,4R,6R,7R,7aS)-6-Benzyloxymethyl-4-ethylsulfanyl-7-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Base Information

Chemical Name:(3aS,4R,6R,7R,7aS)-6-Benzyloxymethyl-4-ethylsulfanyl-7-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran
CAS No.:176167-48-9
Molecular Formula:C₁₉H₂₈O₅S
Molecular Weight:368.494
Hs Code.:

Synonyms:(3aS,4R,6R,7R,7aS)-6-Benzyloxymethyl-4-ethylsulfanyl-7-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Chemical Property of (3aS,4R,6R,7R,7aS)-6-Benzyloxymethyl-4-ethylsulfanyl-7-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Technology Process of (3aS,4R,6R,7R,7aS)-6-Benzyloxymethyl-4-ethylsulfanyl-7-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

There total 4 articles about (3aS,4R,6R,7R,7aS)-6-Benzyloxymethyl-4-ethylsulfanyl-7-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 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: 95.0%

: 176167-47-8
ethyl 6-O-benzyl-2,3-O-isopropylidene-1-thio-α-D-mannopyranoside

: 74-88-4
methyl iodide

: 176167-48-9
(3aS,4R,6R,7R,7aS)-6-Benzyloxymethyl-4-ethylsulfanyl-7-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 1h; Ambient temperature;
DOI:10.1016/0040-4020(96)00034-8

Reference yield:

: 100-39-0
benzyl bromide

: 176167-48-9
(3aS,4R,6R,7R,7aS)-6-Benzyloxymethyl-4-ethylsulfanyl-7-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) dibutyltin oxide, 2.) cesium fluoride / 1.) methanol, reflux, 1 h, 2.) DMF, RT, 18 h

2: 95 percent / NaH / dimethylformamide / 1 h / Ambient temperature

With sodium hydride; di(n-butyl)tin oxide; cesium fluoride; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00034-8

Reference yield:

: 151669-30-6
ethyl 2,3-di-O-isopropylidene-1-thio-α-D-mannopyranoside

: 176167-48-9
(3aS,4R,6R,7R,7aS)-6-Benzyloxymethyl-4-ethylsulfanyl-7-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) dibutyltin oxide, 2.) cesium fluoride / 1.) methanol, reflux, 1 h, 2.) DMF, RT, 18 h

2: 95 percent / NaH / dimethylformamide / 1 h / Ambient temperature

With sodium hydride; di(n-butyl)tin oxide; cesium fluoride; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00034-8