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

HRID 1361043ノート

反応式

HRID 1361043 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  1. concentrationThe reaction solution was then concentrated
  2. customdried

出典と根拠

ORDレコード
ord-020db99032ba41e1b93512e66acd143c
出典データセット
uspto-grants-2011_02
特許番号
US07879906B2

反応ノート

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