Triethylamine → HCID 178491487, 화합물

HRID 133794

반응식

HRID 133794 반응식
[OH:1][CH:2]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)[CH2:3][C:4]([OH:6])=O.[C:15]([NH:18][C:19]1[C:36]([Cl:37])=[CH:35][C:22]([CH2:23][NH:24]/[C:25](/[NH2:34])=[N:26]\[C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:21][C:20]=1[Cl:38])(=[O:17])[CH3:16].C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>ClCCl>[C:15]([NH:18][C:19]1[C:20]([Cl:38])=[CH:21][C:22]([CH2:23][NH:24]/[C:25](=[N:26]\[C:27](=[O:33])[O:28][C:29]([CH3:31])([CH3:32])[CH3:30])/[NH:34][C:4](=[O:6])[CH2:3][CH:2]([OH:1])[C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)=[CH:35][C:36]=1[Cl:37])(=[O:17])[CH3:16]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 2724699PyBOPHCID 149273073-Hydroxy-3-(4-methoxyphenyl)propanoic acidHCID 178474312HCID 178474312, 화합물

생성물 1

HCID 178491487HCID 178491487, 화합물수율 77.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 3-hydroxy-3-(4-methoxyphenyl)propanoic acid (13.7 mg, 0.07 mmol), (Z)-tert-butyl (4-acetamido-3,5-dichlorobenzylamino)(amino)-methylenecarbamate (26.3 mg), PyBop (36.4 mg), and triethylamine (0.01 mL) in dichloromethane (0.35 mL) was stirred at room temperature for 12 h. The crude reaction mixture was purified directly by preparative TLC eluting with 30% ethyl acetate/70% hexanes to give the title compound as a clear sticky oil (30 mg, 77% yield). 1H NMR (400 MHz, CDCl3) δ 1.48 (m, 9 H) 2.21 (s, 3 H) 2.70 (m, 2 H) 3.78 (m, 3 H) 4.55 (m, 2 H) 4.95 (m, 1 H) 6.80-7.00 (m, 3 H) 7.24-7.38 (m, 4 H), 9.10 (m, 1 H), 12.30 (m, 1 H). HPLC retention time: 2.493 min (method A). MS (ESI) (M+H)+ 553.08.

후처리

  1. customThe crude reaction mixture
  2. customwas purified directly by preparative TLC
  3. washeluting with 30% ethyl acetate/70% hexanes

출처 및 근거

ORD 기록
ord-e2bed52f21754bca906fd61d26a1a75a
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390925B2

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