JPS57197264A - (2s,4s)-2-(anilinomethyl)-1-ethyl-4-hydroxypyrrolidine and its synthesis - Google Patents

(2s,4s)-2-(anilinomethyl)-1-ethyl-4-hydroxypyrrolidine and its synthesis

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Publication number
JPS57197264A
JPS57197264A JP8113381A JP8113381A JPS57197264A JP S57197264 A JPS57197264 A JP S57197264A JP 8113381 A JP8113381 A JP 8113381A JP 8113381 A JP8113381 A JP 8113381A JP S57197264 A JPS57197264 A JP S57197264A
Authority
JP
Japan
Prior art keywords
compound
formula
anilinomethyl
hydroxypyrrolidine
synthesis
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP8113381A
Other languages
Japanese (ja)
Other versions
JPS6344145B2 (en
Inventor
Mitsuaki Mukoyama
Keisuke Suzuki
Akihiko Ikegawa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SHINGIJIYUTSU KAIHATSU JIGIYOUDAN
Japan Science and Technology Agency
Shingijutsu Kaihatsu Jigyodan
Original Assignee
SHINGIJIYUTSU KAIHATSU JIGIYOUDAN
Research Development Corp of Japan
Shingijutsu Kaihatsu Jigyodan
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by SHINGIJIYUTSU KAIHATSU JIGIYOUDAN, Research Development Corp of Japan, Shingijutsu Kaihatsu Jigyodan filed Critical SHINGIJIYUTSU KAIHATSU JIGIYOUDAN
Priority to JP8113381A priority Critical patent/JPS57197264A/en
Publication of JPS57197264A publication Critical patent/JPS57197264A/en
Publication of JPS6344145B2 publication Critical patent/JPS6344145B2/ja
Granted legal-status Critical Current

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  • Pyrrole Compounds (AREA)
  • Catalysts (AREA)

Abstract

NEW MATERIAL:(2S,4S)-2-(Anilinomethyl)-1-ethyl-4-hydroxypyrrolidine of formulaI.
USE: An optically active catalyst causing high asymmetry induction: this compound is very effective in synthesis of optically active β-arylthio or β-alkylthioketone by the asymmetric Michael addition reaction of a thiol to a cyclic α,β-unsaturated ketone.
PREPARATION: (2S,4S)-4-Acetoxy-1-acetylproline anilide of formula II is heated in the presence of lithium aluminum hydride in an inert gas atmosphere to give the compound of formulaI. The compound of formula II is obtained (without racemization) by using L-4-hydroxyproline, a naturally occurring aminoacid, of formula III, as a starting substance through a 7-staged process.
COPYRIGHT: (C)1982,JPO&Japio
JP8113381A 1981-05-29 1981-05-29 (2s,4s)-2-(anilinomethyl)-1-ethyl-4-hydroxypyrrolidine and its synthesis Granted JPS57197264A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP8113381A JPS57197264A (en) 1981-05-29 1981-05-29 (2s,4s)-2-(anilinomethyl)-1-ethyl-4-hydroxypyrrolidine and its synthesis

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP8113381A JPS57197264A (en) 1981-05-29 1981-05-29 (2s,4s)-2-(anilinomethyl)-1-ethyl-4-hydroxypyrrolidine and its synthesis

Publications (2)

Publication Number Publication Date
JPS57197264A true JPS57197264A (en) 1982-12-03
JPS6344145B2 JPS6344145B2 (en) 1988-09-02

Family

ID=13737894

Family Applications (1)

Application Number Title Priority Date Filing Date
JP8113381A Granted JPS57197264A (en) 1981-05-29 1981-05-29 (2s,4s)-2-(anilinomethyl)-1-ethyl-4-hydroxypyrrolidine and its synthesis

Country Status (1)

Country Link
JP (1) JPS57197264A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5252747A (en) * 1992-09-11 1993-10-12 Abbott Laboratories Chiral quinolone intermediates

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5252747A (en) * 1992-09-11 1993-10-12 Abbott Laboratories Chiral quinolone intermediates

Also Published As

Publication number Publication date
JPS6344145B2 (en) 1988-09-02

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