Dichloromethane → (s)-2-Amino-n-(2-mercapto-ethyl)-3-methyl-butyramide

反応式

C(OC(=O)[NH:7][C@H:8]([C:12](=[O:17])[NH:13][CH2:14][CH2:15][SH:16])[CH:9]([CH3:11])[CH3:10])(C)(C)C.C(Cl)Cl.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>>[NH2:7][C@@H:8]([CH:9]([CH3:11])[CH3:10])[C:12]([NH:13][CH2:14][CH2:15][SH:16])=[O:17]

参加物

反応物 4

HCID 6344Dichloromethane

HCID 6422Trifluoroacetic acid

HCID 12052Triethylsilane

HCID 87903836HCID 87903836、化合物

生成物 1

HCID 3078315(s)-2-Amino-n-(2-mercapto-ethyl)-3-methyl-butyramide

実験手順

To 26g (222.0 mg, 0.80 mmol) in a 100 mL round-bottom flask purged with argon were added CH2Cl2 (2.00 mL, 31.2 mmol), triethylsilane (1.28 mL, 8.0 mmol), and trifluoroacetic acid (616 μL, 8.0 mmol). The reaction was stirred for 2.5 hours at room temperature, then concentrated in vacuo. The crude product was purified by silica gel chromatography using 10% methanolic CH2Cl2 as eluant. Clean fractions were combined, and concentrated in vacuo to afford 27g as a colorless oil.