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

HRID 1078673ノート

反応式

HRID 1078673 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(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).

後処理

  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

出典と根拠

ORDレコード
ord-604265b5acb849948e4c7de61d518f33
出典データセット
uspto-grants-1996_08
特許番号
US05550119

反応ノート

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