(R)-2-benzyloxycarbonylamino-2-ethoxycarbonylsuccinimide → (2R)-2-amino-2-ethoxycarbonylsuccinimide

HRID 1395972노트

반응식

HRID 1395972 반응식
C(OC([NH:11][C@:12]1([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:17][C:16](=[O:18])[NH:15][C:13]1=[O:14])=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C@:12]1([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:17][C:16](=[O:18])[NH:15][C:13]1=[O:14]

참가 물질

4

반응물 1

HCID 9944916(R)-2-benzyloxycarbonylamino-2-ethoxycarbonylsuccinimide

생성물 1

HCID 10679104(2R)-2-amino-2-ethoxycarbonylsuccinimide수율 93%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

(R)-2-Benzyloxycarbonylamino-2-ethoxycarbonylsuccinimide (80 mg) was dissolved in ethanol (10 mL), the solution was added with 5% palladium/carbon (4 mg), and catalytic hydrogenation was performed at room temperature under a hydrogen atmosphere. After the catalyst was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was recrystallized from ethanol to obtain the title compound (43 mg, yield: 93%) as colorless crystals. Optical rotation [α]D24 was −35.9° (c 0.22, ethanol). Optical purity was more than 99.9% ee.

후처리

  1. customwas performed at room temperature under a hydrogen atmosphere
  2. customAfter the catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-045139691523409d8f37fb8c500cb799
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08900830B2

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