Chloroform → 4-Amino-1-{(2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-Phenylacetyl}piperidine monohydrochloride

HRID 369901ノート

反応式

HRID 369901 の反応式
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)=O)(C)(C)C.[F:15][C:16]1([F:32])[CH2:20][CH2:19][C@@H:18]([C@@:21]([OH:31])([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22](O)=[O:23])[CH2:17]1.ON1C2C=CC=CC=2N=N1.C(N=C=NCCCN(C)C)C.C(Cl)(Cl)[Cl:55]>C(OCC)(=O)C>[ClH:55].[NH2:8][CH:9]1[CH2:10][CH2:11][N:12]([C:22](=[O:23])[C@:21]([C@@H:18]2[CH2:19][CH2:20][C:16]([F:15])([F:32])[CH2:17]2)([OH:31])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:13][CH2:14]1

参加物

7

反応物 5

HCID 6212ChloroformHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 7238334-(N-Boc-amino)piperidineHCID 10890505(2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetic acid

生成物 1

HCID 698471774-Amino-1-{(2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-Phenylacetyl}piperidine monohydrochloride

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 220 mg of 4-t-butoxycarbonylaminopiperidine and 256 mg of (2R)-2-((1R)-3, 3-difluorocyclopentyl)-2-hydroxy-2-phenylacetic acid in 8 ml of chloroform, 203 mg of 1-hydroxybenzotriazole and 201 mg of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide were added sequentially at room temperature, followed by stirring for 3 hours at the same temperature. The reaction mixture was diluted with ethyl acetate and, after sequential washing with an aqueous solution of 1N sodium hydroxide and brine, dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and 314 mg of the title compound was obtained by purifying the resultant residue by silica gel column chromatography (eluting solvent: hexane/ethyl acetate=2/1).

後処理

  1. washafter sequential washing with an aqueous solution of 1N sodium hydroxide and brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-3aacc474d660469a9c8f25a07ba6857a
出典データセット
uspto-grants-2000_10
特許番号
US06140333

反応ノート

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