Methyl (2R,3R,4S)-<4-(benzenesulfonyl)-5-oxo-2-propyltetrahydrofuran-3-yl>acetate

Base Information

Chemical Name:Methyl (2R,3R,4S)-<4-(benzenesulfonyl)-5-oxo-2-propyltetrahydrofuran-3-yl>acetate
CAS No.:134829-41-7
Molecular Formula:C₁₆H₂₀O₆S
Molecular Weight:340.397
Hs Code.:

Synonyms:Methyl (2R,3R,4S)-<4-(benzenesulfonyl)-5-oxo-2-propyltetrahydrofuran-3-yl>acetate

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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 Methyl (2R,3R,4S)-<4-(benzenesulfonyl)-5-oxo-2-propyltetrahydrofuran-3-yl>acetate

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Technology Process of Methyl (2R,3R,4S)-<4-(benzenesulfonyl)-5-oxo-2-propyltetrahydrofuran-3-yl>acetate

There total 8 articles about Methyl (2R,3R,4S)-<4-(benzenesulfonyl)-5-oxo-2-propyltetrahydrofuran-3-yl>acetate 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: 91.0%

: 134829-40-6
Methyl (2R,3R,4S)-<5-oxo-4-(phenylthio)-2-propyltetrahydrofuran-3-yl>acetate

: 134829-41-7
Methyl (2R,3R,4S)-<4-(benzenesulfonyl)-5-oxo-2-propyltetrahydrofuran-3-yl>acetate

Guidance literature:: With ruthenium tetroxide;
DOI:10.1016/S0040-4039(00)71265-2

Reference yield:

: 89321-71-1
(2S,3S)-3-propyl-2-oxiranemethanol

: 134829-41-7
Methyl (2R,3R,4S)-<4-(benzenesulfonyl)-5-oxo-2-propyltetrahydrofuran-3-yl>acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) Ti(O-i-Pr)4 / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) 0 deg C to r.t.; r.t., 2 h

2: NaIO₄, tetrabutylammonium periodate / methanol; H₂O / 1 h / Ambient temperature

3: NaH / 1.) benzene, mineral oil, 0 deg C, 5 min, 2.) benzene, 30 min

4: 95 percent / NaH / dimethylformamide; paraffin / 2 h / -50 °C

5: 91 percent / periodic acid / RuCl₃*xH₂O / CCl₄; acetonitrile; H₂O / 2 h / Ambient temperature

With titanium(IV) isopropylate; sodium periodate; sodium hydride; tetrabutylammonium periodite; periodic acid; ruthenium trichloride; In methanol; tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile; paraffin;
DOI:10.1021/jo00095a022

Reference yield:

: 103-04-8
(phenylthio)acetic acid

: 134829-41-7
Methyl (2R,3R,4S)-<4-(benzenesulfonyl)-5-oxo-2-propyltetrahydrofuran-3-yl>acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) Ti(O-i-Pr)4 / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) 0 deg C to r.t.; r.t., 2 h

2: NaIO₄, tetrabutylammonium periodate / methanol; H₂O / 1 h / Ambient temperature

3: NaH / 1.) benzene, mineral oil, 0 deg C, 5 min, 2.) benzene, 30 min

4: 95 percent / NaH / dimethylformamide; paraffin / 2 h / -50 °C

5: 91 percent / periodic acid / RuCl₃*xH₂O / CCl₄; acetonitrile; H₂O / 2 h / Ambient temperature

With titanium(IV) isopropylate; sodium periodate; sodium hydride; tetrabutylammonium periodite; periodic acid; ruthenium trichloride; In methanol; tetrachloromethane; water; N,N-dimethyl-formamide; acetonitrile; paraffin;
DOI:10.1021/jo00095a022