Hydrochloric Acid → HCID 16116512, 화합물

HRID 716531

반응식

HRID 716531 반응식
[CH:1]1[CH:6]=[CH:5][C:4]([C@@H:7]([NH2:11])[C:8]([OH:10])=[O:9])=[CH:3][CH:2]=1.C([O-])(O)=O.[Na+].[CH2:17]([O:19][C:20](Cl)=[O:21])[CH3:18].Cl>C1COCC1.O>[CH2:17]([O:19][C:20]([NH:11][C@H:7]([C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)[C:8]([OH:10])=[O:9])=[O:21])[CH3:18]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 10928Ethyl chloroformateHCID 70134Phenylglycine, D-HCID 516892Sodium Bicarbonate

생성물 1

HCID 16116512HCID 16116512, 화합물수율 82%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

D-Phenylglycine (R) (85.2 mmol) was dissolved in anhydrous THF (260 mL) with NaHCO3 (256 mmol) in water (260 mL). Ethylchloroformate (0.235 mol) was added. After stirred at room temperature overnight, the reaction mixture was acidified to pH 3 with 1N HCl. The aqueous layer was extracted with EtOAc. The organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure to give (R)-2-(ethoxycarbonylamino)-2-phenylacetic acid 41 as a white solid in 82% yield. MS (ESI, EI+) m/z=224.2 (MH+).

후처리

  1. extractionThe aqueous layer was extracted with EtOAc
  2. dry with materialThe organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bba26de7fa1342eebe2c279c560c5a4d
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187496B2

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