(3S,4R,5R)-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-ol

Base Information

Chemical Name:(3S,4R,5R)-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-ol
CAS No.:1454318-40-1
Molecular Formula:C₁₉H₂₂O₄S
Molecular Weight:346.447
Hs Code.:

Synonyms:(3S,4R,5R)-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-ol

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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 (3S,4R,5R)-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-ol

Chemical Property:

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Technology Process of (3S,4R,5R)-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-ol

There total 5 articles about (3S,4R,5R)-5-(benzyloxymethyl)-4-((S)-p-tolylsulfinyl)-tetrahydrofuran-3-ol 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: 50.0%

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

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

: 1454318-42-3
(3S,4R,5R)-5-(benzyloxymethyl)-4-((R)-p-tolylsulfinyl)-tetrahydrofuran-3-ol

Guidance literature:: With sodium periodate; In methanol; water; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.tet.2013.07.093

Reference yield:

: 1454318-36-5
(2S,3R,4R)-5-(benzyloxy)-3-(p-tolylthio)pentane-1,2,4-triol

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

Guidance literature:: Multi-step reaction with 2 steps

1: p-toluenesulfonyl chloride; pyridine / toluene / 72.5 h / 0 - 4 °C / Inert atmosphere

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

With pyridine; sodium periodate; p-toluenesulfonyl chloride; In methanol; water; toluene;
DOI:10.1016/j.tet.2013.07.093

Reference yield:

: 476645-54-2
methyl 5-O-benzyl-3-deoxy-3-C-p-tolylsulfanyl-β-D-xylofuranoside

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / water / 10 h / 20 °C / Inert atmosphere

1.2: 4 h / 0 - 20 °C / Inert atmosphere

2.1: p-toluenesulfonyl chloride; pyridine / toluene / 72.5 h / 0 - 4 °C / Inert atmosphere

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

With pyridine; sodium periodate; p-toluenesulfonyl chloride; trifluoroacetic acid; In methanol; water; toluene;
DOI:10.1016/j.tet.2013.07.093