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

HRID 912482노트

반응식

HRID 912482 반응식
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

참가 물질

4

반응물 1

HCID 66758144Ethyl 1-[(R)-1-Phenylethyl]hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate2회

생성물 1

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

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매2회

반응 조건

온도
50 °C

실험 절차

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 MeOH 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 (HYFLO is a registered trademark of Celite Products Company of Los Angeles, Calif.) and rinsed with 200 mL of MeOH to provide a solution containing 78.9 g of the title compound.

후처리

  1. washrinse (37 g)
  2. filtrationThe mixture was filtered through HYFLO
  3. filtrationFilter Aid (HYFLO
  4. wash) and rinsed with 200 mL of MeOH
  5. customto provide a solution

출처 및 근거

ORD 기록
ord-69b989b0f3ba442aa7dc339b3fea448c
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026240B2

반응 노트

불러오는 중…