1-Pyrrolidinecarboxylic acid, 2-[4-[(1E)-3-(1,1-dimethylethoxy)-3-oxo-1-propenyl]phenyl]-4-hydroxy-, 1,1-dimethylethyl ester, (2R,4R)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 2-[4-[(1E)-3-(1,1-dimethylethoxy)-3-oxo-1-propenyl]phenyl]-4-hydroxy-, 1,1-dimethylethyl ester, (2R,4R)-
CAS No.:312297-45-3
Molecular Formula:C22H31NO5
Molecular Weight:389.492
Hs Code.:
Mol file:312297-45-3.mol

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-[4-[(1E)-3-(1,1-dimethylethoxy)-3-oxo-1-propenyl]phenyl]-4-hydroxy-, 1,1-dimethylethyl ester, (2R,4R)-

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Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[4-[(1E)-3-(1,1-dimethylethoxy)-3-oxo-1-propenyl]phenyl]-4-hydroxy-, 1,1-dimethylethyl ester, (2R,4R)-

There total 15 articles about 1-Pyrrolidinecarboxylic acid, 2-[4-[(1E)-3-(1,1-dimethylethoxy)-3-oxo-1-propenyl]phenyl]-4-hydroxy-, 1,1-dimethylethyl ester, (2R,4R)- 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: 91.0%

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 360579-25-5
tert-butyl (2R,4R)-2-(4-bromophenyl)-4-hydroxypyrrolidinecarboxylate

: 312297-45-3
(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(E)-2-(tert-butoxycarbonyl)vinyl]phenyl]-4-hydroxypyrrolidine

Guidance literature:: With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In acetonitrile; for 6h; Heating;
DOI:10.1248/cpb.50.423

Reference yield:

: 360579-29-9
2-[4-(2-tert-butoxycarbonyl-vinyl)-phenyl]-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 312297-45-3
(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(E)-2-(tert-butoxycarbonyl)vinyl]phenyl]-4-hydroxypyrrolidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/S0040-4020(00)00685-2

Reference yield:

: 27784-76-5
tert-butyl diethylphosphonoacetate

: 312297-45-3
(2R,4R)-1-tert-butoxycarbonyl-2-[4-[(E)-2-(tert-butoxycarbonyl)vinyl]phenyl]-4-hydroxypyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran / 1 h / 0 °C

2: 44.3 g / TBAF / tetrahydrofuran / 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; 1: Horner-Emmons reaction / 2: Substitution;
DOI:10.1016/S0040-4020(00)00685-2