Trifluoroacetic acid → (S)-3-[5-(1-amino-2-biphenyl-4-yl-ethyl)-tetrazol-1-yl]-propionitrile trifiuoroacetate salt

HRID 1078673노트

반응식

HRID 1078673 반응식
C(OC([NH:8][C@H:9]([C:23]1[N:27]([CH2:28][CH2:29][C:30]#[N:31])[N:26]=[N:25][N:24]=1)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)=O)(C)(C)C.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>C(Cl)Cl>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[NH2:8][C@H:9]([C:23]1[N:27]([CH2:28][CH2:29][C:30]#[N:31])[N:26]=[N:25][N:24]=1)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:13][CH:12]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 54083632(S)-3-[5-(1-t-butoxycarbonylamino-2-biphenyl-4-yl-ethyl)tetrazol-1-yl]-propionitrile

생성물 1

HCID 22849543(S)-3-[5-(1-amino-2-biphenyl-4-yl-ethyl)-tetrazol-1-yl]-propionitrile trifiuoroacetate salt

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(S)-3-[5-(1-t-butoxycarbonylamino-2-biphenyl-4-yl-ethyl)-tetrazol-1-yl]-propionitrile (9.22 g, 22 mmol) is dissolved in methylene chloride (135 mL) under nitrogen. To the stirred solution is added trifiuoroacetic acid (50 mL). After 50 minutes, the solution is concentrated under reduced pressure and the residue is treated with ether (200 mL). The amorphous solid is filtered off, washed with ether and dried under vacuum at 45° for 2 hours, then at room temperature for 18 hours to yield (S)-3-[5-(1-amino-2-biphenyl-4-yl-ethyl)-tetrazol-1-yl]-propionitrile trifiuoroacetate salt, m.p. 211°-212°, [α]D =+23.35° (c 1.05, DMSO).

후처리

  1. concentrationthe solution is concentrated under reduced pressure
  2. additionthe residue is treated with ether (200 mL)
  3. filtrationThe amorphous solid is filtered off
  4. washwashed with ether
  5. customdried under vacuum at 45° for 2 hours

출처 및 근거

ORD 기록
ord-604265b5acb849948e4c7de61d518f33
출처 데이터셋
uspto-grants-1996_08
특허 번호
US05550119

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