(2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-3-[3-(4-nitrophenyl)carbonyloxypropyl]-4-pentene-1-one

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Chemical Name:(2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-3-[3-(4-nitrophenyl)carbonyloxypropyl]-4-pentene-1-one
CAS No.:1380512-49-1
Molecular Formula:C₃₅H₄₆N₂O₈
Molecular Weight:622.759
Hs Code.:

(2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-3-[3-(4-nitrophenyl)carbonyloxypropyl]-4-pentene-1-one

Synonyms:(2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-3-[3-(4-nitrophenyl)carbonyloxypropyl]-4-pentene-1-one

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Chemical Property of (2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-3-[3-(4-nitrophenyl)carbonyloxypropyl]-4-pentene-1-one

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Technology Process of (2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-3-[3-(4-nitrophenyl)carbonyloxypropyl]-4-pentene-1-one

There total 3 articles about (2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-3-[3-(4-nitrophenyl)carbonyloxypropyl]-4-pentene-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: 87.7%

: 1380512-48-0
(2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-3-(3-hydroxypropyl)-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-4-pentene-1-one

: 122-04-3
4-nitro-benzoyl chloride

: 1380512-49-1
(2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-3-[3-(4-nitrophenyl)carbonyloxypropyl]-4-pentene-1-one

Guidance literature:: With pyridine; dmap; at 20 ℃; for 168h; Inert atmosphere;
DOI:10.1002/ejoc.201200073

Reference yield:

: 1380511-89-6
(2S,4R)-1-[(E)-6-(tert-butyldiphenylsilyloxy)-2-methyl-hex-2-enyl]-4-tert-butoxy-2-(methoxymethyl)pyrrolidine

: 1380512-49-1
(2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-3-[3-(4-nitrophenyl)carbonyloxypropyl]-4-pentene-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylaluminum; sodium carbonate / dichloromethane; toluene / 6 h / 0 °C / Inert atmosphere

1.2: 0.25 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

3.1: pyridine; dmap / 168 h / 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; trimethylaluminum; sodium carbonate; acetic acid; In tetrahydrofuran; dichloromethane; toluene; 1.2: Aza-Claisen rearrangement;
DOI:10.1002/ejoc.201200073

Reference yield:

: 1380512-22-0
anti-(2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-3-(3-tert-butyldiphenylsilyloxypropyl)-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-4-pentene-1-one

: 1380512-49-1
(2S,3S)-1-[(2S,4R)-4-tert-butoxy-2-methoxymethyl-pyrrolidin-1-yl]-2-[E-2-(3-methoxyphenyl)-ethenyl]-4-methyl-3-[3-(4-nitrophenyl)carbonyloxypropyl]-4-pentene-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

2: pyridine; dmap / 168 h / 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;
DOI:10.1002/ejoc.201200073