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

HRID 324593
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HRID 324593 반응식
S(Cl)([Cl:3])=O.Cl.[NH2:6][CH2:7][C@H:8]([NH:12][C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[C:9]([OH:11])=[O:10].[CH:23](OC(C)C)(C)C>CO>[ClH:3].[NH2:6][CH2:7][C@H:8]([NH:12][C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[C:9]([O:11][CH3:23])=[O:10]
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참가 물질

5

반응물 3

HCID 7914Diisopropyl EtherHCID 24386Thionyl ChlorideHCID 137568233-amino-(2S)-benzyloxycarbonylamino propionic acid hydrochloride

생성물 1

HCID 13756825Methyl 2-(S)-[N-carbobenzyloxy]amino-3-aminopropionate, hydrochloride수율 98%

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
-15 °C

실험 절차

7.4 ml (100.8 mmol) of thionyl chloride are added dropwise, at −15° C., to 50 ml of absolute methanol. 12 g (50.4 mmol) of 3-amino-(2S)-benzyloxycarbonylamino propionic acid hydrochloride are added, followed by 40 ml of absolute methanol. After stirring at −15° C. for 45 min and at room temperature for 20 h, the reaction mixture is poured into diisopropyl ether and the precipitate is filtered off with suction and dried under high vacuum. 14.18 g (98%) of (3.7) are obtained as a colorless solid.

후처리

  1. filtrationthe precipitate is filtered off with suction
  2. customdried under high vacuum

출처 및 근거

ORD 기록
ord-8c1dc0e3952649f4bead5a5ed326e7b9
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06218415B1

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