H-L-CYS(TRT)-NH2 HCL

White to off-white powder

A solution of the compound (R) - (9H-fluoren-9-yl) methyl (1-amino-1-oxo-3- (triphenylmethylthio) propan-2-yl) carbamate (4 g, 6.84 mmol )Was dissolved in N, N-dimethylformamide (20 ml)Piperidine (0.14 ml, 1.368 mmol) was added, Reaction at room temperature for 4 hours, TLC detection reaction is completed, The reaction mixture was washed with saturated brine, Extracted with dichloromethane, The organic phase was dried over sodium sulfate, concentrate, Column chromatography (methanol: dichloromethane = 1percent -5percent), The title product was obtained as a yellow oil (2.3 g, yield: 92percent).To 2.68g (7.37 mmol) of S-trityl-L-cysteine and 40 mL of methanol was added 7 mL (96 mmol) of thionyl chloride dropwise. After heating at reflux for 6h the solution was cooled to room temperature and then concentrated in vacuo. The resulting residue was taken up in 20 mL of methanol, treated with activated carbon, filtered and concentrated in vacuo yielding the methyl ester as an off-white foam. This material was dissolved in 6 mL of methanol in a sealable tube and cooled to -78°. After 30 mL of liquid ammonia was added, the tube was sealed and the reaction was stirred at room temperature for 14h After recooling to -78° the reaction tube was unsealed and the solution was carefully reduced to dryness. The residue was chromatographed on silica gel eluting with methylene chloride/methanol (10:1) furnishing 1.52g (57percent) of the primary amide as a white solid. Electrospray Mass Spec: 363.2 (M+H)+

Molecular Weight:362.5
XLogP3:3.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:7
Exact Mass:362.14528450
Monoisotopic Mass:362.14528450
Topological Polar Surface Area:94.4
Heavy Atom Count:26
Complexity:392
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes