Sodium Hydroxide → 4-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-1-cyclopropanecarbonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid

HRID 446981노트

반응식

HRID 446981 반응식
C[O:2][C:3]([CH:5]1[CH2:9][N:8]([C:10]([CH:12]2[CH2:14][CH2:13]2)=[O:11])[CH:7]2[CH2:15][CH2:16][N:17]([C:18](=[O:34])[CH:19]([NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[CH:6]12)=[O:4].[OH-].[Na+]>CO>[C:30]([O:29][C:27]([NH:26][CH:19]([CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1)[C:18]([N:17]1[CH:6]2[CH:7]([N:8]([C:10]([CH:12]3[CH2:13][CH2:14]3)=[O:11])[CH2:9][CH:5]2[C:3]([OH:4])=[O:2])[CH2:15][CH2:16]1)=[O:34])=[O:28])([CH3:33])([CH3:31])[CH3:32]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 672823014-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-1-cyclopropanecarbonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid methyl ester

생성물 1

HCID 672806544-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-1-cyclopropanecarbonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid수율 109.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 44 (580 mg, 1.21 mmol) in MeOH (20 mL) was treated with 1M NaOH (4 mL) at ambient temperature. After 4 h, the solution was concentrated and diluted with EtOAc and 1M HCl. The layers were separated and the aqueous phase was extracted with EtOAc. The combined organic extracts were washed successively with 1M HCl, and brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 45 (613 mg) as a yellow-colored foam which was used without further purification. Mass spectrum, m/z [464.6] (M+H)+.

후처리

  1. concentrationthe solution was concentrated
  2. additiondiluted with EtOAc and 1M HCl
  3. customThe layers were separated
  4. extractionthe aqueous phase was extracted with EtOAc
  5. washThe combined organic extracts were washed successively with 1M HCl, and brine
  6. dry with materialdried over anhydrous Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ebfc484d18ba42c5a005b916bbe3611a
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481495B2

반응 노트

불러오는 중…