S-(((3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl) ethanethioate

Base Information

Chemical Name:S-(((3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl) ethanethioate
CAS No.:1607447-51-7
Molecular Formula:C₁₇H₂₂O₅S
Molecular Weight:338.425
Hs Code.:

Synonyms:S-(((3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl) ethanethioate

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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 S-(((3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl) ethanethioate

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Technology Process of S-(((3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl) ethanethioate

There total 6 articles about S-(((3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl) ethanethioate 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: 98.0%

: 1607447-50-6
(3aS,5S,6S,6aS)-6-(benzyloxy)-5-(iodomethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

: 10387-40-3
potassium thioacetate

: 1607447-51-7
S-(((3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl) ethanethioate

Guidance literature:: In N,N-dimethyl-formamide; at 80 ℃; for 1h;
DOI:10.1016/j.carres.2014.01.004

Reference yield:

: 168103-00-2
(((3aS,5R,6R,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methoxy)(tert-butyl)diphenylsilane

: 1607447-51-7
S-(((3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl) ethanethioate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h

2: 1H-imidazole; iodine; triphenylphosphine / toluene / 1 h / 100 °C

3: N,N-dimethyl-formamide / 1 h / 80 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; iodine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.carres.2014.01.004

Reference yield:

: 168608-39-7
(3S,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydrofuran-2,3,4-triol

: 1607447-51-7
S-(((3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl) ethanethioate

Guidance literature:: Multi-step reaction with 5 steps

1: camphor-10-sulfonic acid / dichloromethane / 4 °C / Inert atmosphere

2: sodium hydride / 3 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h

4: 1H-imidazole; iodine; triphenylphosphine / toluene / 1 h / 100 °C

5: N,N-dimethyl-formamide / 1 h / 80 °C

With 1H-imidazole; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.carres.2014.01.004