1,2-Dichloroethane → Benzyl((4S)-4-[(tert-butoxycarbonyl)amino]-5-{[(1S)-3-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)propyl]amino}-5-oxopentyl)carbamate

HRID 269620노트

반응식

HRID 269620 반응식
[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH2:14][C@@H:15]([C:24]([OH:26])=O)[NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:28][C@H:29]([CH2:40][OH:41])[CH2:30][CH2:31][NH:32][C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.C(N(C(C)C)CC)(C)C>CN(C)C=O>[CH2:1]([O:8][C:9](=[O:10])[NH:11][CH2:12][CH2:13][CH2:14][C@H:15]([NH:16][C:17]([O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:18])[C:24]([NH:28][C@H:29]([CH2:40][OH:41])[CH2:30][CH2:31][NH:32][C:33]([O:34][C:35]([CH3:36])([CH3:38])[CH3:37])=[O:39])=[O:26])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 7269338(2S)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoic acidHCID 57463635tert-Butyl [(3S)-3-amino-4-hydroxybutyl]carbamate hydrochloride

생성물 1

HCID 131727148Benzyl((4S)-4-[(tert-butoxycarbonyl)amino]-5-{[(1S)-3-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)propyl]amino}-5-oxopentyl)carbamate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Preparation takes place in analogy to Example 79A from 140 mg (0.38 mmol) of N5-[(benzyloxy)carbonyl]-N2-(tert-butoxycarbonyl)-L-ornithine and 120 mg (0.50 mmol) of tert-butyl [(3S)-3-amino-4-hydroxybutyl]carbamate hydrochloride (Example 88A) in 6 ml of dimethylformamide with the addition of 96 mg (0.50 mmol) of EDC, 16 mg (0.12 mmol) of HOBt and 0.17 ml (1.00 mmol) of diisopropylethylamine. The product is purified by preparative RP-HPLC (mobile phase water/acetonitrile gradient: 90:10→10:90).

후처리

  1. customPreparation
  2. customThe product is purified by preparative RP-HPLC (mobile phase water/acetonitrile gradient: 90:10→10:90)

출처 및 근거

ORD 기록
ord-d87cf6018eae4e56837cff4462dc92be
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446102B2

반응 노트

불러오는 중…