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

HRID 1806843ノート

反応式

HRID 1806843 の反応式
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

参加物

9

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 345198Adams' catalyst触媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

出典と根拠

ORDレコード
ord-0a422cad0a334c4ea1124acbdb87778e
出典データセット
uspto-grants-2013_01
特許番号
US08354444B2

反応ノート

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