(R)-tert-butyl 3-((R)-(2-(tert-butyldimethylsilyloxy)ethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylate → 2-((R)-(3-chlorophenyl)((R)-piperidin-3-yl)methoxy)ethanol

HRID 451673

반응식

HRID 451673 반응식
[Si]([O:8][CH2:9][CH2:10][O:11][C@@H:12]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([Cl:32])[CH:27]=1)[C@@H:13]1[CH2:18][CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]1)(C(C)(C)C)(C)C>CC#N.Cl>[Cl:32][C:28]1[CH:27]=[C:26]([C@@H:12]([C@@H:13]2[CH2:18][CH2:17][CH2:16][NH:15][CH2:14]2)[O:11][CH2:10][CH2:9][OH:8])[CH:31]=[CH:30][CH:29]=1

참가 물질

4

반응물 1

HCID 59201708(R)-tert-butyl 3-((R)-(2-(tert-butyldimethylsilyloxy)ethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylate

생성물 1

HCID 592017412-((R)-(3-chlorophenyl)((R)-piperidin-3-yl)methoxy)ethanol

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 6342Acetonitrile용매

실험 절차

A solution of crude (R)-tert-butyl 3-((R)-(2-(tert-butyldimethylsilyloxy)ethoxy)(3-chlorophenyl)methyl)piperidine-1-carboxylate in CH3CN (100 mL) and 2 N aq HCl (100 mL) was vigorously stirred at rt for 2 d. The solvents were removed in vacuo to give the HCl salt of 2-((R)-(3-chlorophenyl)((R)-piperidin-3-yl)methoxy)ethanol, which was used in the next step without further purification. LC-MS (3 min) tR=1.05 min m/z 272, 270 (M+H)+.

후처리

  1. customThe solvents were removed in vacuo

출처 및 근거

ORD 기록
ord-5b404a4e2a6445a599aa7c2199b939f4
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08487108B2

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