N-Acetyltryptophan → Diphenylmethyl 2-acetamido-3-(3-indolyl)propionate

HRID 2259287

반응식

Br[CH:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:15]([NH:18][CH:19]([C:30]([OH:32])=[O:31])[CH2:20][C:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[NH:23][CH:22]=1)(=[O:17])[CH3:16]>>[C:15]([NH:18][CH:19]([CH2:20][C:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[NH:23][CH:22]=1)[C:30]([O:32][CH:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:31])(=[O:17])[CH3:16]

참가 물질

반응물 2

HCID 2002N-Acetyltryptophan

HCID 236603Bromodiphenylmethane

생성물 1

HCID 19003116Diphenylmethyl 2-acetamido-3-(3-indolyl)propionate

실험 절차

Following the method of Example 1, bromodiphenyl methane (5.0 g) and N-acetyl-D,L-tryptophan (5.0 g) gave the title compound which was recrystallised from diethyl ether (2.2 g), m.p. 147°-148° C., 1H NMR (360 MHz, CDCl3) δ7.88 (1H, s), 7.47 (1H, d, J=7 Hz), 7.34-7.28 (15H, m), 6.67 (1H, s), 6.40 (1H, d, J=2 Hz), 5.95 (1H, d, J=7 Hz), 5.14-5.09 (1H, m), 3.40-5.09 (2H, m), 1.91 (3H, s). Found: C, 75.53; H, 6.04; N, 6.88 C26H24N2O3 requires C, 75.71; H, 5.86; N, 6.79%.

출처 및 근거

ORD 기록: ord-99f7805171a64634a4cdf1864729b253
출처 데이터셋: uspto-grants-1995_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05472978

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