Trifluoroacetic acid → (R)-N5-[amino (nitroimino)-methyl]-N-[2-(4-hydroxyphenyl) ethyl]-ornithinamide trifluoroacetate

HRID 52576ノート

反応式

HRID 52576 の反応式
[NH2:1][C:2](=[N:28][N+:29]([O-:31])=[O:30])[NH:3][CH2:4][CH2:5][CH2:6][C@H:7]([C:16]([NH:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1)=[O:17])[NH:8]C(OC(C)(C)C)=O.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[NH2:1][C:2](=[N:28][N+:29]([O-:31])=[O:30])[NH:3][CH2:4][CH2:5][CH2:6][C@H:7]([C:16]([NH:18][CH2:19][CH2:20][C:21]1[CH:22]=[CH:23][C:24]([OH:27])=[CH:25][CH:26]=1)=[O:17])[NH2:8].[F:32][C:33]([F:38])([F:37])[C:34]([O-:36])=[O:35]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 136381088HCID 136381088、化合物

生成物 1

HCID 136381086(R)-N5-[amino (nitroimino)-methyl]-N-[2-(4-hydroxyphenyl) ethyl]-ornithinamide trifluoroacetate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 0.8 g (1.82 mMol) of (R)-N5 -[amino(nitroimino) methyl]-N2 -(tert.-butoxycarbonyl)-N-[2-(4-hydroxyphenyl)ethyl]-ornithinamide in 20 ml of dichloromethane, externally cooled with crushed ice/ethanol, were added 2.5 ml of trifluoroacetic acid, then the mixture was allowed to come up to ambient temperature and stirred for a further 4 hours at this temperature. The clear solution obtained was evaporated down in a water jet vacuum and combined twice with 10 ml of water and once with 10 ml of toluene and then dried once more. The amorphous (R)-N5 -[amino (nitroimino)-methyl]-N-[2-(4-hydroxyphenyl) ethyl]-ornithinamide-trifluoroacetate obtained (0.61 g, 74% of theory), Rf 0.33 (test conditions as in Example 5d) was further processed without any more purification.

後処理

  1. customto come up to ambient temperature
  2. customThe clear solution obtained
  3. customwas evaporated down in a water jet vacuum
  4. customdried once more

出典と根拠

ORDレコード
ord-c2a189bfb1134b3a9e8ed777a8f0aac6
出典データセット
uspto-grants-1997_04
特許番号
US05616620

反応ノート

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