1,1-Dimethylethyl Ester [(1S,2S)-2-Hydroxy-3-[(2-methylpropyl)amino]-1-(phenylmethyl)propyl]carbamic Acid

CAS: 143225-31-4

Ref. TR-D143225

Product Information

• Name: 1,1-Dimethylethyl Ester [(1S,2S)-2-Hydroxy-3-[(2-methylpropyl)amino]-1-(phenylmethyl)propyl]carbamic Acid
• Synonyms: [S-(R*,R*)]-[2-Hydroxy-3-[(2-methylpropyl)amino]-1-(phenylmethyl)propyl]-1,1-dimethylethyl Ester Carbamic Acid

Description

Applications 1,1-Dimethylethyl Ester [(1S,2S)-2-Hydroxy-3-[(2-methylpropyl)amino]-1-(phenylmethyl)propyl]carbamic Acid is an intermediate in the synthesis of 2-epi-Darunavir (D193530), which is a stereoisomer to Darunavir (D193500), a second generation HIV-1-protease inhibitor; structurally similar to amprenavir. Antiviral.
References Rao, R.N., et. al.: J. Sep. Sci., 35, 2671 (2012); Koh, Y., et al.: Antimicrob. Agents Chemother., 47, 3123 (2003); Arasteh, K., et al.: AIDS, 19, 943 (2005); Surleraux, D.L.N.G., et al.: J. Med. Chem., 48, 1813 (2005)

• Brand: TRC

Chemical properties

• Molecular weight: 336.47
• Formula: C₁₉H₃₂N₂O₃
• Color/Form: Neat
• InChI: InChI=1S/C19H32N2O3/c1-14(2)12-20-13-17(22)16(11-15-9-7-6-8-10-15)21-18(23)24-19(3,4)5/h6-10,14,16-17,20,22H,11-13H2,1-5H3,(H,21,23)/t16-,17-/m0/s1
• InChI key: InChIKey=NVEPLQDORJSXRO-IRXDYDNUSA-N
• SMILES: CC(C)CNC[C@H](O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C