Benzyl ((3R,4R)-4-hydroxy-1-(2-(4-trifluoromethoxyphenyl)ethanoyl)pyrrolidin-3-yl)carbamate → 1-((3R,4R)-3-amino-4-hydroxypyrrolidin-1-yl)-2-(4-trifluoromethoxyphenyl)ethanone

HRID 1666675ノート

反応式

HRID 1666675 の反応式
[OH:1][C@@H:2]1[CH2:6][N:5]([C:7](=[O:20])[CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=2)[CH2:4][C@H:3]1[NH:21]C(=O)OCC1C=CC=CC=1>CO.[Pd]>[NH2:21][C@H:3]1[C@H:2]([OH:1])[CH2:6][N:5]([C:7](=[O:20])[CH2:8][C:9]2[CH:10]=[CH:11][C:12]([O:15][C:16]([F:17])([F:18])[F:19])=[CH:13][CH:14]=2)[CH2:4]1

参加物

4

反応物 1

HCID 57970130Benzyl ((3R,4R)-4-hydroxy-1-(2-(4-trifluoromethoxyphenyl)ethanoyl)pyrrolidin-3-yl)carbamate

生成物 1

HCID 579701111-((3R,4R)-3-amino-4-hydroxypyrrolidin-1-yl)-2-(4-trifluoromethoxyphenyl)ethanone収率 88.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

Benzyl ((3R,4R)-4-hydroxy-1-(2-(4-trifluoromethoxyphenyl)ethanoyl)pyrrolidin-3-yl)carbamate (14 g) was dissolved in methanol (140 mL), followed by addition of 5% Pd—C (2.4 g), and the mixture was stirred overnight under hydrogen atmosphere. The catalyst was removed by filtration, and then the filtrate was concentrated under reduced pressure. The precipitated solids were washed with a mixed solvent of isopropyl ether and hexane to obtain the title compound (8.6 g).

後処理

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washThe precipitated solids were washed with a mixed solvent of isopropyl ether and hexane

出典と根拠

ORDレコード
ord-ca3b781f031747beb8a64589fb37a102
出典データセット
uspto-grants-2011_10
特許番号
US08044068B2

反応ノート

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