Tert-butyl 3-(3-hydroxy-3-methyl-azetidin-1-YL)azetidine-1-carboxylate → 1-(Azetidin-3-yl)-3-methylazetidin-3-ol

HRID 1922703

반응식

HRID 1922703 반응식
C(OC([N:8]1[CH2:11][CH:10]([N:12]2[CH2:15][C:14]([OH:17])([CH3:16])[CH2:13]2)[CH2:9]1)=O)(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[CH3:16][C:14]1([OH:17])[CH2:15][N:12]([CH:10]2[CH2:11][NH:8][CH2:9]2)[CH2:13]1

참가 물질

3

반응물 1

HCID 59605621Tert-butyl 3-(3-hydroxy-3-methyl-azetidin-1-YL)azetidine-1-carboxylate

생성물 1

HCID 552992011-(Azetidin-3-yl)-3-methylazetidin-3-ol수율 76%

시약·촉매·용매 1

HCID 21863450Trifluoroacetic acid methylene chloride용매

실험 절차

A 10 mL round-bottomed flask was charged with a solution of 3-hydroxy-3-methyl-[1,3′]biazetidinyl-1′-carboxylic acid tert-butyl ester (0.09 g, 0.37 mmol) in DCM/TFA (2 mL/2 mL). The reaction mixture was stirred for 90 min at room temperature. The reaction mixture was loaded onto an Isolute® SCX-2 cartridge. The cartridge was washed with MeOH and the desired product was eluted using 2 M NH3 in MeOH to give 3-Methyl-[1,3′]biazetidinyl-3-ol as a colourless oil (0.04 g, 76%). 1H NMR (300 MHz, CDCl3): δ 3.68-3.51 (m, 6H), 3.25 (d, J=7.6 Hz, 2H), 3.15 (d, J=7.6 Hz, 2H), 1.49 (s, 3H).

후처리

  1. washThe cartridge was washed with MeOH
  2. washthe desired product was eluted

출처 및 근거

ORD 기록
ord-dc56c0f3d27340a0a59bd4692133f1ea
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08173650B2

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