(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-((S)-p-tolylsulfinyl)-tetrahydrofuran

Base Information

Chemical Name:(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-((S)-p-tolylsulfinyl)-tetrahydrofuran
CAS No.:1454318-56-9
Molecular Formula:C₂₀H₂₄O₄S
Molecular Weight:360.474
Hs Code.:

Synonyms:(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-((S)-p-tolylsulfinyl)-tetrahydrofuran

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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 (2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-((S)-p-tolylsulfinyl)-tetrahydrofuran

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Technology Process of (2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-((S)-p-tolylsulfinyl)-tetrahydrofuran

There total 8 articles about (2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-((S)-p-tolylsulfinyl)-tetrahydrofuran 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: 92.0%

: 1454318-48-9
(R)-2-(benzyloxymethyl)-3-((R)-p-tolylsulfinyl)-2,5-dihydrofuran

: 124-41-4
sodium methylate

: 1454318-56-9
(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-((S)-p-tolylsulfinyl)-tetrahydrofuran

Guidance literature:: In methanol; at 20 ℃; for 24h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2013.07.093

Reference yield:

: 1454318-37-6
(3S,4R,5R)-5-(benzyloxymethyl)-4-(p-tolylthio)-tetrahydrofuran-3-ol

: 1454318-56-9
(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-((S)-p-tolylsulfinyl)-tetrahydrofuran

Guidance literature:: Multi-step reaction with 4 steps

1: sodium periodate / methanol; water / 5 h / 20 °C / Inert atmosphere

2: pyridine / 24.5 h / 0 - 4 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 20 °C / Inert atmosphere

4: methanol / 24 h / 20 °C / Inert atmosphere

With pyridine; sodium periodate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; water; 4: |Michael Addition;
DOI:10.1016/j.tet.2013.07.093

Reference yield:

: 1454318-40-1
(3S,4R,5R)-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-ol

: 1454318-56-9
(2R,3S,4R)-2-(benzyloxymethyl)-4-methoxy-3-((S)-p-tolylsulfinyl)-tetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 24.5 h / 0 - 4 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 20 °C / Inert atmosphere

3: methanol / 24 h / 20 °C / Inert atmosphere

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; 3: |Michael Addition;
DOI:10.1016/j.tet.2013.07.093