(1R,4R,5S)-4-Hydroxymethyl-5-[2-(4-methoxy-phenylsulfanyl)-ethyl]-cyclopent-2-enol

Base Information

Chemical Name:(1R,4R,5S)-4-Hydroxymethyl-5-[2-(4-methoxy-phenylsulfanyl)-ethyl]-cyclopent-2-enol
CAS No.:142284-94-4
Molecular Formula:C₁₅H₂₀O₃S
Molecular Weight:280.388
Hs Code.:

Synonyms:(1R,4R,5S)-4-Hydroxymethyl-5-[2-(4-methoxy-phenylsulfanyl)-ethyl]-cyclopent-2-enol

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Chemical Property of (1R,4R,5S)-4-Hydroxymethyl-5-[2-(4-methoxy-phenylsulfanyl)-ethyl]-cyclopent-2-enol

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Technology Process of (1R,4R,5S)-4-Hydroxymethyl-5-[2-(4-methoxy-phenylsulfanyl)-ethyl]-cyclopent-2-enol

There total 7 articles about (1R,4R,5S)-4-Hydroxymethyl-5-[2-(4-methoxy-phenylsulfanyl)-ethyl]-cyclopent-2-enol 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: 81.0%

: 142284-93-3
(1R,4R,5R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-[2-(4-methoxy-phenylsulfanyl)-ethyl]-2-trimethylsilanyl-cyclopent-2-enol

: 142284-94-4
(1R,4R,5S)-4-Hydroxymethyl-5-[2-(4-methoxy-phenylsulfanyl)-ethyl]-cyclopent-2-enol

Guidance literature:: With potassium tert-butylate; In water; dimethyl sulfoxide; at 80 ℃; for 0.5h;
DOI:10.1016/0040-4039(92)88036-5

Reference yield:

: 130934-96-2
trans-3-pentenyl-5-(tert-butyldimethylsiloxy)-p-methoxyphenyl sulfide

: 142284-94-4
(1R,4R,5S)-4-Hydroxymethyl-5-[2-(4-methoxy-phenylsulfanyl)-ethyl]-cyclopent-2-enol

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / toluene / 30 h / 95 °C

2: 75 percent / 1-pyrrolylborane-THF complex / tetrahydrofuran / 0.5 h / 0 °C

3: 81 percent / t-BuOK / H₂O; dimethylsulfoxide / 0.5 h / 80 °C

With pyrrolylborane, adduct with tetrahydrofuran; potassium tert-butylate; In tetrahydrofuran; water; dimethyl sulfoxide; toluene;
DOI:10.1016/0040-4039(92)88036-5

Reference yield:

: 130935-13-6,142284-92-2
2-(trimethylsilyl)-4-<(tert-butyldimethylsiloxy)-methyl>-5-<2-<(p-methoxyphenyl)thio>ethyl>-2-cyclopentenone

: 142284-94-4
(1R,4R,5S)-4-Hydroxymethyl-5-[2-(4-methoxy-phenylsulfanyl)-ethyl]-cyclopent-2-enol

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / 1-pyrrolylborane-THF complex / tetrahydrofuran / 0.5 h / 0 °C

2: 81 percent / t-BuOK / H₂O; dimethylsulfoxide / 0.5 h / 80 °C

With pyrrolylborane, adduct with tetrahydrofuran; potassium tert-butylate; In tetrahydrofuran; water; dimethyl sulfoxide;
DOI:10.1016/0040-4039(92)88036-5