(2S,3R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-1-pyrrolidin-1-yl-pent-4-en-1-one

Base Information

Chemical Name:(2S,3R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-1-pyrrolidin-1-yl-pent-4-en-1-one
CAS No.:176980-69-1
Molecular Formula:C₂₀H₂₇NO₃
Molecular Weight:329.439
Hs Code.:

Synonyms:(2S,3R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-1-pyrrolidin-1-yl-pent-4-en-1-one

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Chemical Property of (2S,3R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-1-pyrrolidin-1-yl-pent-4-en-1-one

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Technology Process of (2S,3R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-1-pyrrolidin-1-yl-pent-4-en-1-one

There total 1 articles about (2S,3R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-1-pyrrolidin-1-yl-pent-4-en-1-one 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: 52.0%

: 164471-42-5
(4S)-N-<4,5-(Isopropylidenedioxy)-2(E)-pentenyl>pyrrolidine

: 103-80-0
phenylacetyl chloride

: 176980-69-1
(2S,3R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-1-pyrrolidin-1-yl-pent-4-en-1-one

Guidance literature:: With trimethylaluminum; potassium carbonate; In chloroform; at 0 ℃; for 168h;
DOI:10.1021/jo9600464

Reference yield:

: 176980-69-1
(2S,3R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-1-pyrrolidin-1-yl-pent-4-en-1-one

: (3S,4R,5S)-5-Hydroxymethyl-3-phenyl-4-vinyl-dihydro-furan-2-one

Guidance literature:: With trifluoroacetic acid; In methanol; at 60 - 70 ℃; for 16h;
DOI:10.1021/jo9600464

Reference yield:

: 176980-69-1
(2S,3R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenyl-1-pyrrolidin-1-yl-pent-4-en-1-one

: (3S,4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-phenyl-4-vinyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: TFA / methanol / 16 h / 60 - 70 °C

2: 241 mg / imidazole / CH₂Cl₂ / 12 h / Ambient temperature

With 1H-imidazole; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1021/jo9600464