(αR)-2,6-Dichloro-3-fluoro-α-methylbenzenemethanol

(1) primary crystals(2, 6-dichloro-3-fluorophenyl into an (R) -1-; 30g Compound (2) was added 105mL of petroleum ether obtained in Preparation embodiment taken, heated and stirred under argon for 40 , dissolve yl) ethanol seed, after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry filtration dry, weighing 22g, yield 73.3percent; according to the aforementioned chromatographic conditions, chiral phase detection ee: 62.5percent.(2) secondary crystalsTake a crystalline compound obtained 30g, was added 105mL of petroleum ether, heated and stirred under argon for 45 , dissolved; into an (R) -1- (2, 6- dichloro-3-fluorophenyl) ethanol seed , after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry suction filtration, weighed 22g a yield of 73.3percent; according to the aforementioned chromatographic conditions, chiral phase detection ee: 95.0percent.3) three times crystallizedTaking a second resultant crystalline compound 30g, was added 105mL of petroleum ether, heated and stirred under argon for 40 , dissolved; into an (R) -1- (2, 6- dichloro-3-fluorophenyl) ethanol crystal species, after 45min, a seed crystal was smaller; after 1 hour, the disappearance of seed; 3.5h, the precipitated white solid (precipitated to the bottom); 10H, no further solid separated; dry suction filtration, weighed 23g, yield 76.7percent; according to the aforementioned chromatographic conditions, chiral phase detection ee: 99.6percent.To a solution of A5 (219g, 1.05mol) in 1, 2-dichloroethane (3500mL) was added Boc-D-Pro (141g, 0.65mol) followed by EDCI (163g, 0.85mol) and DMAP (21.57g, 0.18mol) at 0 °C. The resulting mixture was stirred at r.t. overnight and then water (3500mL) was added and separated, the water phase was extracted withDCM(1500mLx3), dried over MgS0To a solution of A5 (219g, 1.05mol) in 1, 2-dichloroethane (3500mL) was added Boc-D-Pro (141g, 0.65mol) followed by EDCI (163g, 0.85mol) and DMAP (21.57g, 0.18mol) at 0 °C. The resulting mixture was stirred at r.t. overnight and then water (3500mL) was added and separated, the water phase was extracted withDCM(1500mLx3), dried over MgS0

Molecular Weight:209.04
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:207.9857984
Monoisotopic Mass:207.9857984
Topological Polar Surface Area:20.2
Heavy Atom Count:12
Complexity:156
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes