Methanol → (2S,3R)-3-Azido-pyrrolidine-2-carboxylic acid 3-chloro-2-fluoro-benzylamide trifluoroacetate

HRID 1527334ノート

反応式

HRID 1527334 の反応式
C(OC([N:8]1[CH2:12][CH2:11][C@@H:10]([N:13]=[N+:14]=[N-:15])[C@H:9]1[C:16](=[O:27])[NH:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[C:20]=1[F:26])=O)(C)(C)C.[C:28]([OH:34])([C:30]([F:33])([F:32])[F:31])=[O:29].CO>C(Cl)Cl>[F:31][C:30]([F:33])([F:32])[C:28]([OH:34])=[O:29].[Cl:25][C:21]1[C:20]([F:26])=[C:19]([CH:24]=[CH:23][CH:22]=1)[CH2:18][NH:17][C:16]([C@@H:9]1[C@H:10]([N:13]=[N+:14]=[N-:15])[CH2:11][CH2:12][NH:8]1)=[O:27]

参加物

5

反応物 3

HCID 887MethanolHCID 6422Trifluoroacetic acidHCID 86673821(2S,3R)-3-Azido-2-(3-chloro-2-fluoro-benzylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

生成物 1

HCID 86673822(2S,3R)-3-Azido-pyrrolidine-2-carboxylic acid 3-chloro-2-fluoro-benzylamide trifluoroacetate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (2S,3R)-3-azido-2-(3-chloro-2-fluoro-benzylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butylester (87 mg, 0.22 mmol) in CH2Cl2 (6 mL) was added TFA at RT, and stirring was continued overnight at RT. Methanol was added to the reaction mixture and volatiles were removed under reduced pressure. The residue was taken up in MeOH and concentrated in vacuo to afford the crude title compound as a colorless wax. The product was used in the next reaction step without further purification. MS (LC/MS): 298 [M+H]+; tR (HPLC conditions b): 2.71 min.

後処理

  1. customwere removed under reduced pressure
  2. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-769a403816e7477ca6dd7e7a0acbfa53
出典データセット
uspto-grants-2015_07
特許番号
US09085555B2

反応ノート

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