(2S,5R,Rs)-2-hydroxymethyl-5-methyl-2-(p-toluenesulfinylmethyl)tetrahydropyran

Base Information

Chemical Name:(2S,5R,Rs)-2-hydroxymethyl-5-methyl-2-(p-toluenesulfinylmethyl)tetrahydropyran
CAS No.:217443-55-5
Molecular Formula:C₁₅H₂₂O₃S
Molecular Weight:282.404
Hs Code.:

Synonyms:(2S,5R,Rs)-2-hydroxymethyl-5-methyl-2-(p-toluenesulfinylmethyl)tetrahydropyran

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Chemical Property of (2S,5R,Rs)-2-hydroxymethyl-5-methyl-2-(p-toluenesulfinylmethyl)tetrahydropyran

Chemical Property:

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Technology Process of (2S,5R,Rs)-2-hydroxymethyl-5-methyl-2-(p-toluenesulfinylmethyl)tetrahydropyran

There total 8 articles about (2S,5R,Rs)-2-hydroxymethyl-5-methyl-2-(p-toluenesulfinylmethyl)tetrahydropyran 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:

: 1-((R)-Toluene-4-sulfinylmethyl)-2,6-dioxa-bicyclo[2.2.2]octane

: 217443-55-5
(2S,5R,Rs)-2-hydroxymethyl-5-methyl-2-(p-toluenesulfinylmethyl)tetrahydropyran

Guidance literature:: Multi-step reaction with 4 steps

1: 87 mg / CH₂Cl₂ / 0.17 h / -100 °C

2: DMAP / CH₂Cl₂ / 0.08 h / 0 °C

3: 88 percent / Super Hydride / tetrahydrofuran / 6 h / Ambient temperature

4: 1.) O₃, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 5 min, 2.) -78 deg C to room temperature, 1 h

With dmap; sodium tetrahydroborate; lithium triethylborohydride; ozone; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(98)00810-2

Reference yield:

: 217443-53-3
(2S,5R,Rs)-2-allyl-5-methyl-2-(p-toluenesulfinylmethyl)tetrahydropyran

: 217443-55-5
(2S,5R,Rs)-2-hydroxymethyl-5-methyl-2-(p-toluenesulfinylmethyl)tetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / (PhCN)2PdCl₂ / benzene / 54 h / 80 °C

2: 1.) O₃, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 5 min, 2.) -78 deg C to room temperature, 1 h

With sodium tetrahydroborate; bis(benzonitrile)palladium(II) dichloride; ozone; In benzene;
DOI:10.1016/S0040-4020(98)00810-2

Reference yield:

: [(3S,6S)-6-Propa-1,2-dienyl-6-((R)-toluene-4-sulfinylmethyl)-tetrahydro-pyran-3-yl]-methanol

: 217443-55-5
(2S,5R,Rs)-2-hydroxymethyl-5-methyl-2-(p-toluenesulfinylmethyl)tetrahydropyran

Guidance literature:: Multi-step reaction with 3 steps

1: DMAP / CH₂Cl₂ / 0.08 h / 0 °C

2: 88 percent / Super Hydride / tetrahydrofuran / 6 h / Ambient temperature

3: 1.) O₃, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 5 min, 2.) -78 deg C to room temperature, 1 h

With dmap; sodium tetrahydroborate; lithium triethylborohydride; ozone; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(98)00810-2