(1R)-(1S,2S,3R,5S)-Pinanediol-N-(N-pyrazinylphenylalaninoyl)-1-amino-3-methyl-butane-1-boronate (>90%)

CAS: 205393-22-2

Ref. TR-P458530

Product Information

• Name: (1R)-(1S,2S,3R,5S)-Pinanediol-N-(N-pyrazinylphenylalaninoyl)-1-amino-3-methyl-butane-1-boronate (>90%)
• Synonyms: N-[(1S)-2-[[(1R)-1-[(3aS,4S,6S,7aR)-Hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]amino]-2-oxo-1-(phenylmethyl)ethyl]-2-pyrazinecarboxamide, Pyrazinecarboxamide, N-[(1S)-2-[[(1R)-1-[(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl]-3-methylbutyl]amino]-2-oxo-1-(phenylmethyl)ethyl]- (9CI), Pyrazinecarboxamide, N-[2-[[1-(hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborol-2-yl)-3-methylbutyl]amino]-2-oxo-1-(phenylmethyl)ethyl]-, [3aS-[2[S*(R*)],3aα,4β,6β,7aα]]-
• Brand: TRC
• Description: Impurity Bortezomib Pinanediol ImpurityApplications Intermediate in the preparation of Bortezomib (B675700), a dipeptidyl boronate proteasome inhibitor.References Zhu, Y., et al.: Bioorg. Med. Chem., 14, 1483 (2006), Dorsey, B., et al.: J. Med. Chem., 51, 1068 (2008), Zhu, Y., et al.: Eur. J .Med. Chem., 44, 1486 (2009),

Chemical properties

• Molecular weight: 518.46
• Formula: C₂₉H₃₉BN₄O₄
• Purity: >90%
• Color/Form: Light Yellow
• InChI: InChI=1S/C29H39BN4O4/c1-18(2)13-25(30-37-24-16-20-15-23(28(20,3)4)29(24,5)38-30)34-26(35)21(14-19-9-7-6-8-10-19)33-27(36)22-17-31-11-12-32-22/h6-12,17-18,20-21,23-25H,13-16H2,1-5H3,(H,33,36)(H,34,35)/t20-,21-,23-,24+,25-,29-/m0/s1
• InChI key: InChIKey=HZCSTPSWJFWZHP-GQABWHEGSA-N
• SMILES: CC(C)C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)c1cnccn1)B1O[C@@H]2C[C@@H]3C[C@@H](C3(C)C)[C@]2(C)O1