Triethylamine → 2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethan-1-amine

HRID 1806843

반응식

HRID 1806843 반응식
O[CH2:2][CH2:3][C@@H:4]1[CH2:8][O:7][C:6]([CH3:10])([CH3:9])[O:5]1.CS(Cl)(=O)=O.C([N:18](CC)CC)C.[N-]=[N+]=[N-].[Na+]>ClCCl.CN(C)C=O.C(OCC)(=O)C.O=[Pt]=O>[CH3:9][C:6]1([CH3:10])[O:5][C@H:4]([CH2:3][CH2:2][NH2:18])[CH2:8][O:7]1

참가 물질

9

반응물 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 33557Sodium AzideHCID 11480522(4R)-4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

생성물 1

HCID 282937752-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethan-1-amine

시약·촉매·용매 4

HCID 345198Adams' catalyst촉매HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

Step A In a manner similar to the method described in Example 3a Step A to C, (4R)-(−)-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane (Aldrich) (4.91 g, 33.6 mmol) was reacted with methanesulfonyl chloride (3.12 mL, 40.3 mmol) and triethylamine (9.34 mL, 67 mmol) in dichloromethane, then reacted with NaN3 (10.7 g, 0.16 mol) in N,N-dimethylformamide, then treated with PtO2 and H2 (50 psi) in ethyl acetate to give 2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethylamine as a brown oil (4.4 g, 90% for three steps).

출처 및 근거

ORD 기록
ord-0a422cad0a334c4ea1124acbdb87778e
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354444B2

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