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 493620

反応式

HRID 493620 の反応式
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]

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-e58aeb58c62040caada725e8743157ed
出典データセット
uspto-grants-2009_05
特許番号
US07534784B2

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