Ethanol → (4S)-4-(4-cyclohexylbenzylthio)-L-proline

HRID 1066202노트

반응식

HRID 1066202 반응식
Cl.[SH:2][C@@H:3]1[CH2:7][NH:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4]1.[OH-].[Na+].[CH:13]1([C:19]2[CH:26]=[CH:25][C:22]([CH2:23]Cl)=[CH:21][CH:20]=2)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.C(O)C>C(Cl)(Cl)Cl>[CH:13]1([C:19]2[CH:26]=[CH:25][C:22]([CH2:23][S:2][C@@H:3]3[CH2:7][NH:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4]3)=[CH:21][CH:20]=2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1

참가 물질

6

반응물 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 133433651-(Chloromethyl)-4-cyclohexylbenzeneHCID 74890044(4S)-4-mercapto-L-proline hydrochloride

생성물 1

HCID 68543958(4S)-4-(4-cyclohexylbenzylthio)-L-proline수율 91%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
0 °C

실험 절차

To (4S)-4-mercapto-L-proline hydrochloride (300 mg) is added 2 N sodium hydroxide (1.6 ml) aqueous solution, and the mixture is stirred at 0° C. A solution of 4-cyclohexylbenzyl chloride (340 mg) in a mixed solvent of ethanol (5 ml)/chloroform (1 ml) is added thereto, and the mixture is stirred at room temperature overnight. The reaction mixture is concentrated under reduced pressure, and deposited crystals are filtered off. The crystals are washed with water, ethanol and diethyl ether successively to give 470 mg (91%) of the titled compound.

후처리

  1. stirringthe mixture is stirred at room temperature overnight
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. filtrationare filtered off
  4. washThe crystals are washed with water, ethanol and diethyl ether successively

출처 및 근거

ORD 기록
ord-2d30957efc5a4950a439d40b694b9fb3
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06242476B1

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