Formaldehyde → 1-Benzyl-5-(hydroxymethyl)pyrrolidin-2-one

HRID 2050937

반응식

HRID 2050937 반응식
[OH:1][CH2:2][C@H:3]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6](=[O:15])[CH2:5][CH2:4]1.CO[C@](C1C=CC=CC=1)(C(F)(F)F)C(O)=O.C=O>>[OH:1][CH2:2][CH:3]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6](=[O:15])[CH2:5][CH2:4]1

참가 물질

4

반응물 3

HCID 712FormaldehydeHCID 6992788alpha-Methoxy-alpha-trifluoromethylphenylacetic acid, (-)-HCID 10442943(S)-1-Benzyl-5-hydroxymethyl-2-pyrrolidinone

생성물 1

HCID 5630611-Benzyl-5-(hydroxymethyl)pyrrolidin-2-one

실험 절차

The optical purity of the (S)-5-(hydroxymethyl)-1-(phenylmethyl)-2-pyrrolidinone was established by formation of the ester derived from (S)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid ((-)-MTPA) following the procedure of Mosher, et al. (J. Org. Chem. 1969, 34, 2543). A single diastereomeric ester, as judged by 1H NMR and TLC, was obtained, and could readily be differentiated from the diastereomeric mixture (by the doubling of the CH2N and CH2O signals in the 1H NMR) produced when racemic 5-(hydroxymethyl)-1-(phenylmethyl)-2-pyrrolidinone was used to form the (-)-MTPA ester.

후처리

  1. customwas obtained

출처 및 근거

ORD 기록
ord-f1ba3e151907454596a89e401942ec93
출처 데이터셋
uspto-grants-1991_05
특허 번호
US05015653

연결된 노트

불러오는 중…