(2S)-N-[(1R)-3-methyl-1-[(1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]decan-4-yl]butyl]-3-phenyl-2-(pyrazin-2-ylformamido)propanamide

• ChemBase编号: 176735
• 分子式: C29H39BN4O4
• 平均质量: 518.45536
• 单一同位素质量: 518.30643615
• SMILES: [C@H]12C([C@H]([C@]3([C@@H](C1)OB(O3)[C@@H](NC(=O)[C@@H](NC(=O)c1cnccn1)Cc1ccccc1)CC(C)C)C)C2)(C)C
• Canonical SMILES: CC(C[C@@H](B1O[C@H]2[C@](O1)(C)[C@@H]1C[C@H](C2)C1(C)C)NC(=O)[C@@H](NC(=O)c1cnccn1)Cc1ccccc1)C
• 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
• InChIKey: HZCSTPSWJFWZHP-GQABWHEGSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-N-[(1R)-3-methyl-1-[(1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.0^2,^6]decan-4-yl]butyl]-3-phenyl-2-(pyrazin-2-ylformamido)propanamide
• IUPAC传统名: (2S)-N-[(1R)-3-methyl-1-[(1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.0^2,^6]decan-4-yl]butyl]-3-phenyl-2-(pyrazin-2-ylformamido)propanamide
• 别名: 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; (1R)-(1S,2S,3R,5S)-Pinanediol-N-(N-pyrazinylphenylalaninoyl)-1-amino-3-methyl-butane-1-boronate

登记号

• CAS号: 205393-22-2
• PubChem SID: 164232645
• PubChem CID: 16221476

理论计算性质

• Acid pKa: 13.192402
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 4.7426
• LogD (pH = 7.4): 4.7425995
• Log P: 4.7426
• 摩尔折射率: 138.7317 cm^3
• 极化性: 56.514233 Å^3
• 极化表面积: 102.44 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Dimethyl Sulfoxide; Ethanol; Ethyl Acetate
• 外观: Yellow Solid
• 熔点: 75-83°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - P458530

Intermediate in the preparation of Bortezomib (B675700), a dipeptidyl boronate proteasome inhibitor.

参考文献

• Zhu, Y., et al.: Bioorg. Med. Chem., 14, 1483 (2006)
• Dorsey, B., et al.: J. Med. Chem., 51, 1068 (2006)
• Zhu, Y., et al.: Eur. J .Med. Chem., 44, 1486 (2006)