1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → Benzyl (1R)-1-{[(2-bromoprop-2-enyl)(2,4-dimethoxybenzyl)amino]carbonyl}but-3-enylcarbamate

HRID 20111

반응식

HRID 20111 반응식
Cl.CN(C)CCCN=C=NCC.[Br:13][C:14](=[CH2:28])[CH2:15][NH:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=1[O:26][CH3:27].[CH2:29]([O:36][C:37]([NH:39][C@H:40]([CH2:44][CH:45]=[CH2:46])[C:41](O)=[O:42])=[O:38])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>ClCCl>[Br:13][C:14](=[CH2:28])[CH2:15][N:16]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=1[O:26][CH3:27])[C:41]([C@H:40]([NH:39][C:37](=[O:38])[O:36][CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[CH2:44][CH:45]=[CH2:46])=[O:42]

참가 물질

5

반응물 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 10243780(R)-2-(((Benzyloxy)carbonyl)amino)pent-4-enoic acidHCID 222932192-Bromo-N-(2,4-dimethoxybenzyl)prop-2-en-1-amine

생성물 1

HCID 23657090Benzyl (1R)-1-{[(2-bromoprop-2-enyl)(2,4-dimethoxybenzyl)amino]carbonyl}but-3-enylcarbamate수율 58.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (55 mg, 0.285 mmol) was added to a solution of 2-bromo-N-(2,4-dimethoxybenzyl)prop-2-en-1-amine (73 mg, 0.256 mmol) and (2R)-2-{[(benzyloxy)carbonyl]amino}pent-4-enoic acid (71 mg, 0.285 mmol) in dichloromethane (5 mL). After 18 h the mixture was concentrated. Purification by silica gel chromatography (5% ethyl acetate/hexanes→30% ethyl acetate/hexanes) gave the title compound (77 mg). MS 517 (M+1).

후처리

  1. concentrationAfter 18 h the mixture was concentrated
  2. customPurification by silica gel chromatography (5% ethyl acetate/hexanes→30% ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-eb6f80daf8474783ae0b3f1d16b3e0d1
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745427B2

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