Trifluoroacetic acid → 3-{4-[3-(Biphenyl-4-yloxy)-propoxy]-2-cyclohexylcarbamoyloxymethyl-phenyl}-propionic acid

HRID 1181132노트

반응식

HRID 1181132 반응식
FC(F)(F)C(O)=O.C([O:12][C:13](=[O:50])[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][CH2:25][O:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[CH:29][CH:28]=2)=[CH:18][C:17]=1[CH2:39][O:40][C:41](=[O:49])[NH:42][CH:43]1[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]1)(C)(C)C>C(Cl)Cl>[C:30]1([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH:31]=[CH:32][C:27]([O:26][CH2:25][CH2:24][CH2:23][O:22][C:19]2[CH:20]=[CH:21][C:16]([CH2:15][CH2:14][C:13]([OH:50])=[O:12])=[C:17]([CH2:39][O:40][C:41](=[O:49])[NH:42][CH:43]3[CH2:44][CH2:45][CH2:46][CH2:47][CH2:48]3)[CH:18]=2)=[CH:28][CH:29]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 589791993-{4-[3-(Biphenyl-4-yloxy)-propoxy]-2-cyclohexylcarbamoyloxymethyl-phenyl}-propionic acid tert-butyl ester

생성물 1

HCID 179845663-{4-[3-(Biphenyl-4-yloxy)-propoxy]-2-cyclohexylcarbamoyloxymethyl-phenyl}-propionic acid수율 90.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (0.032 mL, 0.42 mmol) was added to a solution of 3-{4-[3-(biphenyl-4-yloxy)-propoxy]-2-cyclohexylcarbamoyloxymethyl-phenyl}-propionic acid tert-butyl ester (50 mg, 0.085 mmol) in CH2Cl2 (5 mL) at room temperature. The reaction mixture was stirred overnight and concentrated under vacuum to give the title compound (41 mg, 90%). 1H-NMR (200 MHz, CDCl3): δ 9.4 (br s, 1H), 7.58-7.49 (m, 4H), 7.42 (m, 2H), 7.32 (m, 1H), 7.13 (d, 1H, J=8.3), 7.00-6.93 (m, 3H), 6.84 (dd, 1H, J=7.8, 2.7), 5.11 (s, 2H), 4.76 (br s, 1H), 4.17 (m, 4H), 3.57-3.35 (m, 1H), 2.95 (t, 2H, J=7.8), 2.63 (t, 2H, J=7.8), 2.27 (qn, 2H, J=6.0), 1.99-1.05 (m, 10H).

후처리

  1. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-4bd8bb2379664979aa98cd209b1ccead
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07282501B2

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