2-{Hydroxy-[(S)-1-(4-phenyl-butyryl)-pyrrolidin-2-yl]-methyl}-cyclopentanone

Base Information

Chemical Name:2-{Hydroxy-[(S)-1-(4-phenyl-butyryl)-pyrrolidin-2-yl]-methyl}-cyclopentanone
CAS No.:467234-34-0
Molecular Formula:C₂₀H₂₇NO₃
Molecular Weight:329.439
Hs Code.:

Synonyms:2-{Hydroxy-[(S)-1-(4-phenyl-butyryl)-pyrrolidin-2-yl]-methyl}-cyclopentanone

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Chemical Property of 2-{Hydroxy-[(S)-1-(4-phenyl-butyryl)-pyrrolidin-2-yl]-methyl}-cyclopentanone

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Technology Process of 2-{Hydroxy-[(S)-1-(4-phenyl-butyryl)-pyrrolidin-2-yl]-methyl}-cyclopentanone

There total 7 articles about 2-{Hydroxy-[(S)-1-(4-phenyl-butyryl)-pyrrolidin-2-yl]-methyl}-cyclopentanone 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: 56.0%

: 19980-43-9
1-(trimethylsilyloxy)cyclopentene

: 102826-53-9
(S)-1-(4-Phenyl-butyryl)-pyrrolidine-2-carbaldehyde

: 467234-34-0
2-{Hydroxy-[(S)-1-(4-phenyl-butyryl)-pyrrolidin-2-yl]-methyl}-cyclopentanone

Guidance literature:: With titanium tetrachloride; In dichloromethane; at -80 ℃; for 1h;
DOI:10.1016/S0968-0896(02)00061-5

Reference yield:

: 18496-54-3
phenylbutyric acid chloride

: 467234-34-0
2-{Hydroxy-[(S)-1-(4-phenyl-butyryl)-pyrrolidin-2-yl]-methyl}-cyclopentanone

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / aq. Na₂CO₃ / diethyl ether / 2 h / 0 - 20 °C

2: 55 percent / SO₃*Py; Et₃N / dimethylsulfoxide / 20 °C

3: 56 percent / TiCl₄ / CH₂Cl₂ / 1 h / -80 °C

With pyridine-SO₃ complex; titanium tetrachloride; sodium carbonate; triethylamine; In diethyl ether; dichloromethane; dimethyl sulfoxide; 2: Parikh-Doering reaction;
DOI:10.1016/S0968-0896(02)00061-5

Reference yield:

: 82924-16-1
1-(4-phenylbutyryl)-L-prolinol

: 467234-34-0
2-{Hydroxy-[(S)-1-(4-phenyl-butyryl)-pyrrolidin-2-yl]-methyl}-cyclopentanone

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / SO₃*Py; Et₃N / dimethylsulfoxide / 20 °C

2: 56 percent / TiCl₄ / CH₂Cl₂ / 1 h / -80 °C

With pyridine-SO₃ complex; titanium tetrachloride; triethylamine; In dichloromethane; dimethyl sulfoxide; 1: Parikh-Doering reaction;
DOI:10.1016/S0968-0896(02)00061-5