Ethyl 1-[(R)-1-Phenylethyl]hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate → Ethyl hexahydropyrrolo[3,4-B]pyrrole-5(1H)-carboxylate

HRID 12943ノート

反応式

HRID 12943 の反応式
C1([C@H]([N:9]2[CH:13]3[CH2:14][N:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:16][CH:12]3[CH2:11][CH2:10]2)C)C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[NH:9]1[CH2:10][CH2:11][CH:12]2[CH2:16][N:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:14][CH:13]12

参加物

4

反応物 1

HCID 66758144Ethyl 1-[(R)-1-Phenylethyl]hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate2 回

生成物 1

HCID 19100952Ethyl hexahydropyrrolo[3,4-B]pyrrole-5(1H)-carboxylate

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒2 回

反応条件

温度
50 °C

実験手順

5% Palladium hydroxide on activated carbon (13.9 g, 50% w/w in water) was added to a pressure reactor. The product of Example A3 (as 506.8 g of a 25.9 wt % solution of ethyl 1-((R)-1-phenylethyl)hexahydropyrrolo[2,3-c]pyrrole-5(1H)-carboxylate (131.3 g) in MeOH) was added, followed by a methanol rinse (37 g). The mixture was heated to 50° C. under an atmosphere of hydrogen (40 psi) for 4 hours. The mixture was filtered through Hyflo® Filter Aid and rinsed with 200 mL of MeOH to provide a solution containing 78.9 g of the title compound.

後処理

  1. washrinse (37 g)
  2. filtrationThe mixture was filtered through Hyflo®
  3. filtrationFilter Aid
  4. washrinsed with 200 mL of MeOH
  5. customto provide a solution

出典と根拠

ORDレコード
ord-1ffd651d5e484a56ba3b0fcbeba5233b
出典データセット
uspto-grants-2010_06
特許番号
US07728031B2

反応ノート

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