Dichloromethane → N-benzyl-O-benzyl-D-serinamide

HRID 534674

반응식

HRID 534674 반응식
[CH2:1]([NH:8][C:9](=[O:28])[C@@H:10]([CH2:19][O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[NH:11]C(OC(C)(C)C)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClCCl.FC(F)(F)C(O)=O.[OH-].[Na+]>O>[CH2:1]([NH:8][C:9](=[O:28])[C@@H:10]([CH2:19][O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[NH2:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 7216909N-benzyl-O-benzyl-N2-Boc-D-serinamide

생성물 1

HCID 67082833N-benzyl-O-benzyl-D-serinamide수율 93%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of N-benzyl-O-benzyl-N2-Boc-D-serinamide (16 g) and dichloromethane (80 mL), trifluoroacetic acid (80 mL) was added. The solution was stirred for 2 hours and the reaction was monitored for completion of reaction. The solution was concentrated under vacuum to obtain solid which was dissolved in water. The aqueous solution was basified to pH 8-10 with 5% sodium hydroxide and was extracted with ethyl acetate. The organic layer was separated and washed with a brine solution. The organic layer was concentrated under vacuum to obtain an oily residue 11 g of N-benzyl-O-benzyl-D-serinamide.

후처리

  1. customthe reaction was monitored for completion of reaction
  2. concentrationThe solution was concentrated under vacuum
  3. customto obtain solid which
  4. extractionwas extracted with ethyl acetate
  5. customThe organic layer was separated
  6. washwashed with a brine solution
  7. concentrationThe organic layer was concentrated under vacuum

출처 및 근거

ORD 기록
ord-890a981e1f84428a901e3d86c71b343c
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853439B2

연결된 노트

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