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Hydrochloric Acid → (S)-benzyl 3-(hydroxymethyl)piperazine-1-carboxylate hydrochloride

HRID 2063314
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HRID 2063314 반응식
[OH:1][CH2:2][C@@H:3]1[CH2:8][N:7]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:6][CH2:5][N:4]1C(OC(C)(C)C)=O.[ClH:26]>C(#N)C>[ClH:26].[OH:1][CH2:2][C@H:3]1[NH:4][CH2:5][CH2:6][N:7]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:8]1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 69745232(S)-4-benzyl 1-tert-butyl 2-(hydroxymethyl)piperazine-1,4-dicarboxylate

생성물 1

HCID 16124474(S)-benzyl 3-(hydroxymethyl)piperazine-1-carboxylate hydrochloride수율 100%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

4-Benzyl 1-tert-butyl (2S)-2-(hydroxymethyl)piperazine-1,4-dicarboxylate (see WO 02/000631; 1.6 g, 4.6 mmol was dissolved in acetonitrile (25 mL) and to the resultant solution was added concentrated HCl (1 mL). The mixture was stirred at RT overnight and then the solvent was removed by evaporation. There was obtained 1.3 g (100%) of benzyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate hydrochloride as a colorless oil. 1H NMR (500 MHz, CD3OD): 3.1-3.4 (m, 5H), 3.7 (m, 1H), 3.8 (m, 1H), 4.2 (m, 2H), 5.2 (m, 2H), 7.2-7.4 (m, 5H); LCMS: m/z 251 (M+1)+.

후처리

  1. customthe solvent was removed by evaporation

출처 및 근거

ORD 기록
ord-8ec03afe6d364dc6a19e45592405f8df
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08288370B2

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