tert-Butanol → Boc-L-phenylalanine methyl ester

HRID 2271246노트

반응식

HRID 2271246 반응식
[CH3:1][O:2][C:3](=[O:15])[C@H:4]([CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[N:5]=[C:6]=[O:7].[C:16]([OH:20])([CH3:19])([CH3:18])[CH3:17]>>[CH3:1][O:2][C:3](=[O:15])[C@H:4]([CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[NH:5][C:6]([O:20][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:7]

참가 물질

3

반응물 2

HCID 6386tert-ButanolHCID 1514293Methyl N-(oxomethylidene)phenylalaninate

생성물 1

HCID 9882138Boc-L-phenylalanine methyl ester수율 99.5%

실험 절차

To 60.9 g of the N-carbonyl-L-phenylalanine methyl ester, 66.0 g of t-butanol was added and the reaction was conducted under reflux for eight hours. Then, the unreacted t-butanol was distilled off at 65° C. under reduced pressure from the reaction solution to obtain 82.5 g of a crude oily N-t-butoxycarbonyl-L-phenylalanine methyl ester. The reaction yield was 99.5%. The optical purity of the N-t-butoxycarbonyl-L-phenylalanine methyl ester preparation was 97.5%ee.

후처리

  1. temperatureunder reflux for eight hours
  2. distillationThen, the unreacted t-butanol was distilled off at 65° C. under reduced pressure from the reaction solution

출처 및 근거

ORD 기록
ord-b00aaaf4d0854ceabac7ea22939103d5
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06333427B1

반응 노트

불러오는 중…