(3S,4S,5R)-5-allyl-4-(benzyloxy)tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Base Information

Chemical Name:(3S,4S,5R)-5-allyl-4-(benzyloxy)tetrahydrofuran-3-yl 4-methylbenzenesulfonate
CAS No.:1340476-25-6
Molecular Formula:C₂₁H₂₄O₅S
Molecular Weight:388.485
Hs Code.:

Synonyms:(3S,4S,5R)-5-allyl-4-(benzyloxy)tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Suppliers and Price of (3S,4S,5R)-5-allyl-4-(benzyloxy)tetrahydrofuran-3-yl 4-methylbenzenesulfonate

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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,4S,5R)-5-allyl-4-(benzyloxy)tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Chemical Property:

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Technology Process of (3S,4S,5R)-5-allyl-4-(benzyloxy)tetrahydrofuran-3-yl 4-methylbenzenesulfonate

There total 4 articles about (3S,4S,5R)-5-allyl-4-(benzyloxy)tetrahydrofuran-3-yl 4-methylbenzenesulfonate 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: 94.0%

: 1340476-24-5
(2S,3R,4R)-3-(benzyloxy)-2-hydroxy-4-(methoxymethoxy)hept-6-enyl 4-methylbenzenesulfonate

: 1340476-25-6
(3S,4S,5R)-5-allyl-4-(benzyloxy)tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; for 1h; Reflux; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.07.010

Reference yield:

: 1268616-25-6
C₁₉H₂₈O₅

: 1340476-25-6
(3S,4S,5R)-5-allyl-4-(benzyloxy)tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / methanol / 12 h / 20 °C / Inert atmosphere

2: dmap / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

3: pyridinium p-toluenesulfonate / methanol / 1 h / Reflux; Inert atmosphere

With dmap; pyridinium p-toluenesulfonate; In methanol; dichloromethane;
DOI:10.1016/j.tetasy.2011.07.010

Reference yield:

: 111462-27-2,111555-38-5,111555-41-0,111555-42-1
(1S,2R)-1-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-en-2-ol

: 1340476-25-6
(3S,4S,5R)-5-allyl-4-(benzyloxy)tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / methanol / 12 h / 20 °C / Inert atmosphere

3: dmap / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

4: pyridinium p-toluenesulfonate / methanol / 1 h / Reflux; Inert atmosphere

With dmap; pyridinium p-toluenesulfonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1016/j.tetasy.2011.07.010