ethyl 7-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]heptanoate

Base Information

Chemical Name:ethyl 7-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]heptanoate
CAS No.:533893-74-2
Molecular Formula:C₂₄H₃₂F₃NO₄
Molecular Weight:455.518
Hs Code.:

Synonyms:ethyl 7-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]heptanoate

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Chemical Property of ethyl 7-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]heptanoate

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Technology Process of ethyl 7-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]heptanoate

There total 8 articles about ethyl 7-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]heptanoate 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:

: 533893-84-4
7-{(R)-2-Oxo-5-[(E)-3-oxo-4-(3-trifluoromethyl-phenyl)-but-1-enyl]-pyrrolidin-1-yl}-heptanoic acid ethyl ester

: 533893-74-2
ethyl 7-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]heptanoate

Guidance literature:: With borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; at 20 ℃; for 1.08333h; stereoselective reaction; Inert atmosphere;
DOI:10.1248/cpb.59.1523

Reference yield:

: 346672-53-5
ethyl (R)-7-(2-formyl-5-oxopyrrolidin-1-yl)heptanoate

: 533893-74-2
ethyl 7-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]heptanoate

Guidance literature:: Multi-step reaction with 2 steps

1: LiCl; iPr₂NEt / acetonitrile / 20 °C

2: NaBH₄ / 20 °C

With sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile;
DOI:10.1016/j.bmcl.2004.01.063

Reference yield:

: 346672-97-7
ethyl 7-[(2R)-2-(hydroxymethyl)-5-oxo-1-pyrrolidinyl]heptanoate

: 533893-74-2
ethyl 7-[(2R)-2-{(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]heptanoate

Guidance literature:: Multi-step reaction with 3 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: LiCl; iPr₂NEt / acetonitrile / 20 °C

3: NaBH₄ / 20 °C

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In dichloromethane; acetonitrile; 1: Swern oxidation;
DOI:10.1016/j.bmcl.2004.01.063