N-(1-Ethoxycarbonylbutyl)-L-alanine benzyl ester → (2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoic acid

HRID 1651448노트

반응식

HRID 1651448 반응식
C([O:8][C:9](=[O:22])[C@H:10]([CH3:21])[NH:11][CH:12]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:13][CH2:14][CH3:15])C1C=CC=CC=1>C(O)C.[Pd]>[CH2:19]([O:18][C:16]([C@@H:12]([NH:11][C@H:10]([C:9]([OH:22])=[O:8])[CH3:21])[CH2:13][CH2:14][CH3:15])=[O:17])[CH3:20]

참가 물질

4

반응물 1

HCID 13773268N-(1-Ethoxycarbonylbutyl)-L-alanine benzyl ester

생성물 1

HCID 10015159(2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoic acid수율 86.7%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

The S,S diastereoisomer benzylester from step (b) (6.2g) in ethanol (250ml) was hydrogenated at 3 atmospheres at room temperature for 30 minutes over 10% palladium on charcoal (0.6g). The catalyst was removed by filtration and the filtrate was evaporated to near dryness. The residue was slurried with diethyl ether and the white solid was filtered off and was dried to give the required product (3.8g) mp 153°-4°.

후처리

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated
  3. filtrationthe white solid was filtered off
  4. customwas dried

출처 및 근거

ORD 기록
ord-c01576beaa3d49f4af515aab72091e63
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04927822

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