Acetaldehyde → 1-Amino-2-propanol
반응식
CC1[NH:6][CH2:5][C:4]2([CH2:11][CH2:10][N:9]([CH3:12])[CH2:8][CH2:7]2)[O:3]1.[NH2:13][CH2:14][C:15]1([OH:22])[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]1.C(=O)C>ClCCl>[CH3:7][CH:4]1[CH2:5][NH:6][C:15]2([CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]2)[O:22]1.[NH2:13][CH2:14][CH:15]([OH:22])[CH3:16].[CH3:12][N:9]1[CH2:10][CH2:11][C:4](=[O:3])[CH2:7][CH2:8]1참가 물질
실험 절차
The precursor amine compounds may in turn be prepared as described in greater detail below. Thus, for example, 2,8-Dimethyl-1-oxa-3,8-diaza-spiro[4.5]decane may be obtained by reaction of 4-aminomethyl-1-methyl-piperidin-4-ol with acetaldehyde in dry dichloromethane. 2,8-Dimethyl-1-oxa-4,8-diazaspiro[4.5]decane may be obtained by reaction of 1-amino-2-propanol with 1-methyl-4-piperidone under reflux. 1′,4-Dimethylspiro[3-oxa-6-azabicyclo[3.1.0]hexane-2,4′-piperidine] may be obtained by first preparing 2,8-dimethyl-1-oxa-8-azaspiro[4.5]decan-3-one oxime from 1-methyl-4-piperidone via 2,8-dimethyl-1-oxa-8-azaspiro[4.5]decan-3-one per the procedure of Tsukamoto et. al., Chem. Pharm. Bull. 1995, 43, 842-852, followed by reduction of the oxime with Red-Al (sodium bis(2-methoxyethoxy)aluminumhydride) and then basic workup to yield 1′,4-Dimethylspiro[3-oxa-6-azabicyclo[3.1.0]hexane-2,4′-piperidine]. 2,8-Dimethyl-1-oxa-8-aza-spiro[4.5]dec-3-ylamine may be obtained by first preparing 2,8-dimethyl-1-oxa-8-azaspiro[4.5]decan-3-one oxime from 1-methyl-4-piperidone via 2,8-dimethyl-1-oxa-8-azaspiro[4.5]decan-3-one per the procedure of Tsukamoto et. al., Chem. Pharm. Bull. 1995, 43, 842-852, followed by reduction of the oxime with lithium aluminum hydride/aluminum chloride. Compounds of formula I may then be prepared from these amines by an appropriate coupling reaction.
출처 및 근거
- ORD 기록
- ord-de0b4e92c94b4204abee3c6e4b8d27ce
- 출처 데이터셋
- uspto-grants-2014_03
- 특허 번호
- US08673931B2
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