Hydrochloric Acid → N-benzyl-beta-benzyl-D-serinamide

HRID 534675

반응식

HRID 534675 반응식
[CH2:1]([NH:8][C:9](=[O:28])[C@@H:10]([CH2:19][O:20]CC1C=CC=CC=1)[NH:11]C(OC(C)(C)C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>ClCCl>[CH2:1]([NH:8][C:9](=[O:28])[C@@H:10]([CH:19]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[OH:20])[NH2:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 7216909N-benzyl-O-benzyl-N2-Boc-D-serinamide

생성물 1

HCID 86669435N-benzyl-beta-benzyl-D-serinamide수율 124.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of N-benzyl-O-benzyl-N2-Boc-D-serinamide (1 g) and dichloromethane (5 mL), aq.HCl (35%) (5 mL) was added. The solution was stirred for 2 hours at room temperature for completion of reaction. The solution was concentrated under vacuum to remove dichloromethane and subsequently water was added. The aqueous layer was basified to pH 8-10 with 5% sodium hydroxide. The aqueous layer was extracted with ethyl acetate and the combined organic layer was washed with brine solution. Organic layer was concentrated under vacuum to obtain an oily residue 0.46 g of N-benzyl-β-benzyl-D-serinamide.

후처리

  1. concentrationThe solution was concentrated under vacuum
  2. customto remove dichloromethane and subsequently water
  3. additionwas added
  4. extractionThe aqueous layer was extracted with ethyl acetate
  5. washthe combined organic layer was washed with brine solution
  6. concentrationOrganic layer was concentrated under vacuum

출처 및 근거

ORD 기록
ord-c8d057bfa74a4821913f3d34508134d6
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853439B2

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