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Methanol → Methyl 2-(S)-[N-carbobenzyloxy]amino-3-aminopropionate, hydrochloride

HRID 36646
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인쇄 미리보기

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HRID 36646 반응식
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([CH2:16][NH2:17])[C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:20])=O.[CH3:22]O>>[ClH:20].[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([CH2:16][NH2:17])[C:13]([O:15][CH3:22])=[O:14])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 2756313Z-Dap-OH

생성물 1

HCID 13756825Methyl 2-(S)-[N-carbobenzyloxy]amino-3-aminopropionate, hydrochloride

실험 절차

To a cooled suspension of 2(S)-benzyloxycarbonylamino-3-aminopropionic acid (Fluka) (23-1) (10 g, 0.042 mol) in 150 ml of methanol was added 5.47 g (0.046 mol) of thionyl chloride over 20 minutes. The resulting solution was allowed to stir at room temperature overnight. After ~18 hrs, the solvent was removed in vacuo, and the residual solid was stirred with 150 ml of ether for 0.5 hr. The resulting white solid was collected and air dried to give 23-2.

후처리

  1. waitAfter ~18 hrs
  2. custom
the solvent was removed in vacuo
  • stirringthe residual solid was stirred with 150 ml of ether for 0.5 hr
  • customThe resulting white solid was collected
  • customair dried
  • customto give 23-2
  • 출처 및 근거

    ORD 기록
    ord-ba3be51385334037bc72eba61e43c030
    출처 데이터셋
    uspto-grants-1995_05
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US05416099

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