Trifluoroacetic acid → 3-Aminomethyl-5-methyl-hexanoic acid 1-ethyloxycarbonyloxy-ethyl ester TFA salt

HRID 1361043노트

반응식

HRID 1361043 반응식
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH2:8]([O:10][C:11]([O:13][CH:14]([O:16][C:17](=[O:33])[CH2:18][CH:19]([CH2:24][NH:25]C(OC(C)(C)C)=O)[CH2:20][CH:21]([CH3:23])[CH3:22])[CH3:15])=[O:12])[CH3:9]>C(Cl)Cl>[OH:5][C:3]([C:2]([F:7])([F:6])[F:1])=[O:4].[CH2:8]([O:10][C:11]([O:13][CH:14]([O:16][C:17](=[O:33])[CH2:18][CH:19]([CH2:24][NH2:25])[CH2:20][CH:21]([CH3:22])[CH3:23])[CH3:15])=[O:12])[CH3:9]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 723692293-(Tert-butoxycarbonylamino-methyl)-5-methyl-hexanoic acid 1-ethyloxycarbonyloxy-ethyl ester

생성물 1

HCID 1317286363-Aminomethyl-5-methyl-hexanoic acid 1-ethyloxycarbonyloxy-ethyl ester TFA salt수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (6.5 mL) was added to a solution of compound 4 (0.407 g, 1.08 mmol) and CH2Cl2 (2.85 mL) in an ice water bath, and the solution was maintained in the ice water bath for 30 minutes. The solution was warmed to room temperature and stirred for another 4.5 hours. The reaction solution was then concentrated and dried to give 0.50 g of 3-Aminomethyl-5-methyl-hexanoic acid 1-ethyloxycarbonyloxy-ethyl ester TFA salt 5 (Yield: 99%). 1HNMR (CDCl3, 500 MHz) δ 0.87˜0.91 (m, 6H), 1.23˜1.39 (m, 6H), 1.51 (6rs, 3H), 1.61 (S, 1H), 2.20˜2.38 (m, 1H), 2.40˜2.61 (m, 2H), 2.98˜3.21 (m, 2H), 4.2 (br s, 2H), 6.75 (br s 1H), 7.51˜7.80 (br s, 2H), 9.35˜9.80 (br s, 1H); 13C NMR (CDCl3, 125 MHz) δ13.86, 13.87, 19.16, 19.19, 21.70, 21.74, 22.38, 22.40, 24.83, 30.95, 31.02, 36.48, 36.69, 41.07, 41.32, 44.25, 44.36, 64.82, 91.41, 91.45, 153.38, 153.40, 171.87, 172.08.

후처리

  1. concentrationThe reaction solution was then concentrated
  2. customdried

출처 및 근거

ORD 기록
ord-020db99032ba41e1b93512e66acd143c
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879906B2

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