7-{(R)-2-[(E)-3-Hydroxy-3-(1-phenyl-cyclopropyl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid ethyl ester

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Chemical Name:7-{(R)-2-[(E)-3-Hydroxy-3-(1-phenyl-cyclopropyl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid ethyl ester
CAS No.:540731-28-0
Molecular Formula:C₂₅H₃₅NO₄
Molecular Weight:413.557
Hs Code.:

Synonyms:7-{(R)-2-[(E)-3-Hydroxy-3-(1-phenyl-cyclopropyl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid ethyl ester

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Chemical Property of 7-{(R)-2-[(E)-3-Hydroxy-3-(1-phenyl-cyclopropyl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid ethyl ester

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Technology Process of 7-{(R)-2-[(E)-3-Hydroxy-3-(1-phenyl-cyclopropyl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid ethyl ester

There total 8 articles about 7-{(R)-2-[(E)-3-Hydroxy-3-(1-phenyl-cyclopropyl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid ethyl ester 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:

: 540731-26-8
7-{(R)-2-Oxo-5-[(E)-3-oxo-3-(1-phenyl-cyclopropyl)-propenyl]-pyrrolidin-1-yl}-heptanoic acid ethyl ester

: 540731-28-0
7-{(R)-2-[(E)-3-Hydroxy-3-(1-phenyl-cyclopropyl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid ethyl ester

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In ethanol; water; at 0 ℃;
DOI:10.1016/S0960-894X(03)00042-8

Reference yield:

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

: 540731-28-0
7-{(R)-2-[(E)-3-Hydroxy-3-(1-phenyl-cyclopropyl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid ethyl ester

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

: 540731-28-0
7-{(R)-2-[(E)-3-Hydroxy-3-(1-phenyl-cyclopropyl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid ethyl ester

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