(1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-17-hydroxy-14-{[(iodomethyl)sulfanyl]carbonyl}-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl (3,3,3-2H3)propanoate

• ChemBase编号: 171683
• 分子式: C25H31F2IO5S
• 平均质量: 608.4769164
• 单一同位素质量: 608.09049953
• SMILES: C1=C[C@]2(C(=CC1=O)[C@H](C[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1C[C@H]([C@@]2(C(=O)SCI)OC(=O)CC)C)C)O)F)F)C
• Canonical SMILES: ICSC(=O)[C@@]1(OC(=O)CC)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)F
• InChI: InChI=1S/C25H31F2IO5S/c1-5-20(31)33-25(21(32)34-12-28)13(2)8-15-16-10-18(26)17-9-14(29)6-7-22(17,3)24(16,27)19(30)11-23(15,25)4/h6-7,9,13,15-16,18-19,30H,5,8,10-12H2,1-4H3/t13-,15+,16+,18+,19+,22+,23+,24+,25+/m1/s1
• InChIKey: HKRIRGIBBWVEFV-CENSZEJFSA-N

名称和登记号

名称

• IUPAC标准名: (1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-17-hydroxy-14-{[(iodomethyl)sulfanyl]carbonyl}-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl (3,3,3-^2H₃)propanoate
• IUPAC传统名: (1R,2S,8S,10S,11S,13R,14R,15S,17S)-1,8-difluoro-17-hydroxy-14-{[(iodomethyl)sulfanyl]carbonyl}-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl (3,3,3-^2H₃)propanoate
• 别名: 5-Iodomethyl 6α,9α-Difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-(3,3,3-d3-propionyloxy)-androsta-1,4-diene-17β-carbothioate

登记号

• PubChem SID: 164227593
• PubChem CID: 45039582

理论计算性质

• Acid pKa: 13.557201
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 4.7972775
• LogD (pH = 7.4): 4.7972775
• Log P: 4.7972775
• 摩尔折射率: 134.6256 cm^3
• 极化性: 52.629223 Å^3
• 极化表面积: 80.67 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; DMF; Ethanol; Ethyl Acetate; Methanol
• 外观: Off-White Solid
• 熔点: 195-197°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - I709005

An intermediate in the synthesis of Fluticasone Propionate.

参考文献

• Meltzer, E.O., et al.: J. Allergy Clin. Immunol., 86, 221 (1990)
• Mitchison, H.C., et al.: Gut, 32, 260 (1990)
• Phillipps, G.H., et al.: J. Med. Chem., 37, 3717 (1994)