Potassium Carbonate → HCID 89814458, 화합물

HRID 1496802노트

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HRID 1496802 반응식
[CH2:1]([O:3][C:4]([CH2:6][N:7]1[C:16](=[O:17])[CH:15]2[CH:10]([CH:11]3[C:18](=[C:19]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=4)[C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH:14]2[C:13]([C:32]([OH:45])([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][N:40]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:12]3)[C:8]1=[O:9])=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].ClCC(OCC=[CH:59][C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=1)=O>CN(C)C=O>[CH2:1]([O:3][C:4]([CH2:6][N:7]1[C:16](=[O:17])[CH:15]2[CH:10]([CH:11]3[C:18](=[C:19]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=4)[C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH:14]2[C:13]([C:32]([OH:45])([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][N:40]=2)[C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)=[CH:12]3)[C:8]1=[O:9])=[O:5])[CH:2]=[CH:59][C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 575458HCID 575458, 화합물HCID 89814504HCID 89814504, 화합물

생성물 1

HCID 89814458HCID 89814458, 화합물수율 90%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A similar procedure (Hursthouse, M. B.; Khan, A.; Marson, C. M.; Porter, R. A. Tetrahedron Lett. 1995, 36, 33, 5979-5982) to that described for the preparation of 207 was followed using NRB (0.49 g, 1.0 mmol) and potassium carbonate (0.33 g, 2.4 mmol) in dimethylformamide (5 mL), and cinnamyl chloroacetate (0.3 g, 1.4 mmol) in dimethylformamide (2 mL), and the mixture stirred at room temperature for 2 h. Purification by flash chromatography (hexane/ethyl acetate 3:2) afforded 371 as a white solid (0.63 g, 0.9 mmol, 90%). 1H NMR (400 MHz, CDCl3) δ 3.40-4.55 (8H, m, CH2CH═CH, NCH2, H-1, H-2, H-3, H-4), 5.48 (0.5H, s, OH), 5.52 (0.3H, m, V/H-6), 5.53 (0.5H, s, OH), 5.55 (0.4H, m, Y/H-6), 6.03 (0.1H, m, U/H-6), 6.05 (0.2H, m, W/H-6), 6.21-6.29 (1H, m, CH2CH═CH), 6.60-7.60 (22H, m, CH2CH═CH, Ar), 8.40-8.60 (2H, m, αPyr).

후처리

  1. customPurification by flash chromatography (hexane/ethyl acetate 3:2)

출처 및 근거

ORD 기록
ord-e572299a810a4bf78844df24f5934afd
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09198420B2

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