Trimethylboroxine → (3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole

HRID 1004491

반응식

HRID 1004491 반응식
[C:1]1([C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)([C@@H:9]2[CH2:13][CH2:12][CH2:11][NH:10]2)[OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:20][B:21]1OB(C)OB(C)O1>C1(C)C=CC=CC=1>[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:8][B:21]([CH3:20])[N:10]3[CH2:11][CH2:12][CH2:13][C@@H:9]23)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 574072TrimethylboroxineHCID 27248992-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (S)-

생성물 1

HCID 2734713(3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole수율 100%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Under argon stream, to a solution of (S)-α,α-diphenyl-2-pyrrolidine methanol (3 g, 11.8 mmol) in dry toluene (90 ml) was added trimethyl boroxine (1.13 ml, 8.0 mmol), followed by stirring for 1.5 hours. After the argon stream was stopped and the toluene (22.5 ml) was recovered under normal pressures on an oil bath at 140° C., dry toluene (22.5 ml) was added. Furthermore, after this recovery operation was repeated twice, the resultant product was concentrated under normal pressures, and subsequently under a reduced pressure, to thereby obtain the titled compound as a colorless crystalline.

후처리

  1. customthe toluene (22.5 ml) was recovered under normal pressures on an oil bath at 140° C.
  2. additiondry toluene (22.5 ml) was added
  3. concentrationthe resultant product was concentrated under normal pressures

출처 및 근거

ORD 기록
ord-4a63ecdf7488425e96ba5e72240b0c99
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06049009

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