BOC-D--LEU-OH

To a mixture of (5)-3-((tert-butoxycarbonyl)amino)-4-methylpentanoic acid (1.5 g, 6.49 mmol) in 1, 4-dioxane (10 mL) was added di-tert-butyl dicarbonate (3.72 g, 17.06 mmol) followed by drop-wise addition of pyridine (0.32 mL, 4.02 mmol) at 0C. The mixture was stirred at 0C for 10 min and ammonium bicarbonate (666.6 mg, 8.43 mmol) was added. The resulting mixture was stirred at room temperature overnight. The mixture was diluted with ethyl acetate and washed with water and brine, dried over Na2SC>4 and concentrated to give (S)- tert-butyl (l-amino-4-methyl-l-oxopentan-3-yl)carbamate (1.4 g) as white solid. LC-MS: m/z = 175 [M+H-56]+.To a mixture of To a mixture of (S)-3-(tert-butoxycarbonylamino)-4-methylpentanoic acid (540 mg, 2.04 mmol) and triethylamine (618.3 mg, 6.11 mmo) in dichloromethane (10 mL) was added HOBt (275.6 mg, 2.04 mmol), followed by addition of EDCI (391.1 mg, 2.04 mmol) in portions at 0C. The mixture was stirred at 0C for 10 min, and N- methylhydrazinecarbothioamide (321.8 mg, 3.06 mmol) was added in one portion. The reaction was stirred at room temperature for 16 hrs. The mixture was diluted with dichloromethane and washed with saturated aqueous ammonium chloride solution, dried and concentrated to give crude product, which was purified by silica gel chromatography (petroleum ether : ethyl acetate = 2 : 1) to give (S)-tert-butyl (4-methyl-l-(2- (methylcarbamothioyl)hydrazinyl)-l-oxopentan-3-yl)carbamate (250 mg) as a white solid. LC- MS (ESI) found: 263 [M+H-56]+.

Molecular Weight:231.29
XLogP3:1.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:231.14705815
Monoisotopic Mass:231.14705815
Topological Polar Surface Area:75.6
Heavy Atom Count:16
Complexity:255
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes