H-D-LYS(BOC)-OME HCL

White to off-white powder

General procedure: A solution of compounds (10, 11, 12 and 14) (1 mmol) and methyl N6-(tert- butoxycarbonyl)-D-lysinate hydrochloride (1 mmol) in dichloromethane and saturated sodium bicarbonate solution was stirred for 5 hours at room temperature. After completion of the reaction, the mixture was diluted with DCM and washed with water and dried overanhydrous sodium sulfate, filtered the solvent was removed in vacuo and the residue was purified by flash chromatography on silica gel, eluting with 30% ethyl acetate in hexane to yield the product.;The title compound 39 was prepared from compound 10(200 mg, 0.664 mmol) and N6-(tert-butoxycarbonyl)-D-lysinate hydrochloride (236 mg, 0.797 mmol) in dichloromethane (20 mL) and saturated sodium bicarbonate solution (20mL) according to the general procedure E. The product was obtained as yellowish solid(160 mg, 43%); 1HNMR (ODd3, 400 MHz): O 12.2 (5, 1H), 9.02-8.97 (m, 1H), 8.58 (bs, 1H), 8.50-8.40 (m, 1H), 8.10 (dd, J= 1.80, 8.64 Hz, 1H), 8.07-8.02 (m, 1H), 8.00-7.96(m, 1H), 7.94-7.89 (m, 1H), 7.75-7.67 (m, 1H), 7.65-7.55 (m, 1H), 7.24-7.17 (m, 1H), 4.77-4.66 (m, 1H), 4.59 (bs, 1H), 3.83 (5, 3H), 3.23-3.03 (m, 2H), 2.07-1.84 (m, 2H), 1.60-1.44 (m, 4H), 1.37 (5, 9H); 13CNMR (ODd3, 100 MHz): O 192.7, 171.8, 166.0, 163.0, 156.2, 142.8, 137.0, 135.1, 134.8, 132.7, 131.6, 129.4, 128.8, 128.5, 128.3, 128.1, 127.7, 126.8, 123.5, 122.8, 120.7, 118.6, 79.2, 52.7, 52.3, 39.8, 31.4, 29.7, 28.3, 22.3; HRMS (ESI): mlz calcd for 031 H35N307 [M+H]+ 562.2547, found 532.2548.

Molecular Weight:296.79
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:9
Exact Mass:296.1502850
Monoisotopic Mass:296.1502850
Topological Polar Surface Area:90.6
Heavy Atom Count:19
Complexity:274
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes