97614-43-2 (2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖,2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose)

CAS号:
97614-43-2
中文名称:
2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖
英文名称:
2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose
分子式:
C26H21FO7
分子量:
464.44

2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖(97614-43-2)名称与标识符

名称

中文别名:
2-脱氧-2-氟-三苯甲酰基-α-D-阿垃伯呋喃糖;克罗垃滨中间体;2-脱氧-2-氟-1,3,5-三苯甲酰基-α-D-阿垃伯呋喃糖;氟糖;2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖;2-脱氧-2-氟-1,3,5-三-O-苯甲酰基-α-D-阿拉伯呋喃糖;1,3,5-三-O-苯甲酰基-2-脱氧-2-氟-α-D-呋喃阿拉伯糖;2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-alpha-D-arabinofuranose 2-脱氧-2-氟-1,3,5-三-O-苯甲酰基-α-D-阿拉伯呋喃糖;2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖 (地西他宾);2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖,2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose;2-脱氧-2-氟-1,3,5-三苯甲酰基-α-D- 阿拉伯呋喃糖;
英文别名:
2-fluoro-2-deoxy-1,3,5-tri-O-benzoyl-*A-D-arabino;2-deoxy-2-fluoro-1,3,5-tri-O-benzoyl-α-D-arabinofuranose;FLuorosugar;2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-ribofuranose;2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-alpha-D-arabinofuranose;(2R,3S,4R,5R)-5-((Benzoyloxy)methyl)-3-fluorotetrahydrofuran-2,4-diyl dibenzoate;1,3,5-Tri-O-benzoyl-2-deoxy-2-fluoro-alpha-D-arabinofuranose;2-Fluoro-2deoxy-1,3,5-O-benzoyl-a-D-arabinofuranose;a-D-Arabinofuranose,2-deoxy-2-fluoro-, 1,3,5-tribenzoate;1,3,5-Tri-O-Benzoyl-2-Deoxy-2-Fluoro -α-D-Arabinose;2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-D-arabinofuranose;α-D-Arabinofuranose, 2-deoxy-2-fluoro-, tribenzoate (9CI);2-Deoxy-2-fluoro-α-D-arabinofuranose 1,3,5-tribenzoate;2′-Fluoro-2′-deoxy-1,3,5-tri-O-benzoyl-α-D-arabinofuranose;[(2R,3R,4S,5R)-3,5-bis(benzoyloxy)-4-fluorooxolan-2-yl]methyl benzoate;AC-4271;I+/--D-Arabinofuranose, 2-deoxy-2-fluoro-, 1,3,5-tribenzoate;CS-W009129;[(2R,3R,4S,5R)-3,5-dibenzoyloxy-4-fluorooxolan-2-yl]methyl benzoate;DTXSID601195315;W-204163;2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-;2-deoxy-2-fluoro-1,3,5-tris-O-(phenylcarbonyl)-alpha-D-arabinofuranose;1,3,5-Tri-O-benzoyl-2-deoxy-2-fluoro-a-D-arabinofuranose;AU-004/43508497;AKOS015919919;1,3,5-tri-O-benzoyl-2-deoxy-2-fluoropentofuranose;2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-?-D-arabinofuranose;(2R,3S,4R,5R)-4-(benzoyloxy)-5-[(benzoyloxy)methyl]-3-fluorooxolan-2-yl benzoate;2-Fluoro-2-deoxy-1,3,5-tri-O-benzoyl-a-D-arabinofuranose;STL555214;AKOS005258511;2-Deoxy-2-fluoro-alpha-D-arabinofuranose 1,3,5-Tribenzoate; 2'-Fluoro-2'-deoxy-1,3,5-tri-O-benzoyl-alpha-D-arabinofuranose;;(2R,3S,4R,5R)-5-(benzoyloxymethyl)-3-fluorotetrahydrofuran-2,4-diyl dibenzoate;2-deoxy-2-fluoro-1,3,5-tri-O-benzoyl-alpha-d-arabinfuranose;SCHEMBL1962648;2-Deoxy-2-fluoro-alpha-D-arabinofuranose 1,3,5-tribenzoate;AS-15478;A-D-arabinofuranose 1,3,5-Tribenzoate;MFCD00083339;(2R,3S,4R,5R)-5-((Benzoyloxy)methyl)-3-fluorotetrahydrofuran-2,4-diyldibenzoate;A-D- arabinofuranose;BBL101418;

标识符

MDL:
MFCD00083339
InChIKey:
JOAHVPNLVYCSAN-UXGLMHHASA-N
Inchi:
1S/C26H21FO7/c27-21-22(33-24(29)18-12-6-2-7-13-18)20(16-31-23(28)17-10-4-1-5-11-17)32-26(21)34-25(30)19-14-8-3-9-15-19/h1-15,20-22,26H,16H2/t20-,21+,22-,26-/m1/s1
SMILES:
O([C@H]1[C@H](F)[C@@H](OC(C2C=CC=CC=2)=O)O[C@@H]1COC(C1C=CC=CC=1)=O)C(C1C=CC=CC=1)=O

2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖(97614-43-2)物化性质

实验特性

  • LogP : 3.98900
  • PSA : 88.13000
  • 折射率 : 1.607
  • 沸点 : 584.1°C at 760 mmHg
  • 熔点 : 83.0 to 87.0 deg-C
  • 闪点 : 295.7 °C
  • 溶解度 : Soluble in chloroform or dichloromethane
  • 颜色与性状 : 白色结晶粉末
  • 比旋光度 : +74 ± 2° (C=1 in CH2Cl2)
  • 密度 : 1.35

计算特性

  • 精确分子量 : 464.12700
  • 氢键供体数量 : 0
  • 氢键受体数量 : 8
  • 可旋转化学键数量 : 10
  • 同位素质量 : 464.12713117g/mol
  • 重原子数量 : 34
  • 复杂度 : 695
  • 同位素原子数量 : 0
  • 确定原子立构中心数量 : 4
  • 不确定原子立构中心数量 : 0
  • 确定化学键立构中心数量 : 0
  • 不确定化学键立构中心数量 : 0
  • 共价键单元数量 : 1
  • 疏水参数计算参考值(XlogP) : 5.2
  • 拓扑分子极性表面积 : 88.1Ų

2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖(97614-43-2)海关数据

海关编码:
2932190090
海关数据:

中国海关编码:

2932190090

概述:

2932190090 其他结构上有非稠合呋喃环化合物. 增值税率:17.0% 退税率:9.0% 监管条件:无 最惠国关税:6.5% 普通关税:20.0%

申报要素:

品名, 成分含量, 用途

Summary:

2932190090 other compounds containing an unfused furan ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖(97614-43-2)生产方法和用途

用途:
用于合成氯法拉滨(克罗拉滨)

2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖(97614-43-2)推荐厂家 更多厂家(97)

2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖(97614-43-2)合成路线

合成路线:1 步
反应条件:
参考文献:
Positron emission tomography probe demonstrates a striking concentration of ribose salvage in the liver
Clark, Peter M.; Flores, Graciela; Evdokimov, Nikolai M.; McCracken, Melissa N.; Chai, Timothy; et al, Proceedings of the National Academy of Sciences of the United States of America, 2014, 111(28),
合成路线:1 步
反应条件:
参考文献:
Process for preparation of Clofarabine intermediate 2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide
, China, , ,
合成路线:1 步
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参考文献:
Method for preparing clofarabine with high yield
, China, , ,
合成路线:1 步
反应条件:
参考文献:
Synthesis of 2-deoxy-2-fluoro-arabinose derivatives
, European Patent Organization, , ,
合成路线:1 步
反应条件:
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Reactivity between acetone and single-stranded DNA containing a 5'-capped 2'-fluoro-N7-methyl guanine
Mohan, Utpal; Burai, Ritwik; McNaughton, Brian R., Tetrahedron Letters, 2014, 55(22), 3358-3360
合成路线:1 步
反应条件:
参考文献:
Synthesis and Structure of Duplex DNA Containing the Genotoxic Nucleobase Lesion N7-Methylguanine
Lee, Seongmin; Bowman, Brian R.; Ueno, Yoshihito; Wang, Shuyu; Verdine, Gregory L., Journal of the American Chemical Society, 2008, 130(35), 11570-11571
合成路线:1 步
反应条件:
参考文献:
Synthesis of clofarabine
Chen, Lili; Cen, Junda, Zhongguo Yiyao Gongye Zazhi, 2006, 37(8), 508-510
合成路线:1 步
反应条件:
参考文献:
Triethylamine poly(hydrogen fluorides) in the synthesis of a fluorinated nucleoside glycon
Chou, T. S.; Becke, Lisa M.; O'Toole, John C.; Carr, M. Austin; Parker, Bruce E., Tetrahedron Letters, 1996, 37(1), 17-20
合成路线:1 步
反应条件:
参考文献:
Pharmaceutical application of 2'-fluoro-4'-azido-nucleoside analog or its salt
, China, , ,
合成路线:1 步
反应条件:
参考文献:
Improved synthesis of clofarabine
Guo, Shunmin; Deng, Sishan; Qi, Yiping; Lin, Sui, Zhongguo Xiandai Yingyong Yaoxue, 2009, 26(2), 123-125
合成路线:1 步
反应条件:
参考文献:
Preparation of fluoro-sugars and other fluoro compounds
, World Intellectual Property Organization, , ,
合成路线:1 步
反应条件:
参考文献:
Sulfur, Trifluoro[2-methoxy-N-(2-methoxyethyl)ethanaminato-κN]-,(T-4)-
Cannon, Kevin C.; Krow, Grant R., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2010, , 1-7
合成路线:1 步
反应条件:
参考文献:
Synthesis of 2',3'-Dideoxy-2'-fluoro-3'-thioarabinothymidine and its 3'-Phosphoramidite Derivative
Elzagheid, Mohamed I.; Tedeschi, Anna Lisa; Damha, Masad J., Nucleosides, 2003, 22(5-8), 1343-1346
合成路线:1 步
反应条件:
参考文献:
Preparation of thiouracil nucleoside analogs for treatment of viruses and cancer
, India, , ,
合成路线:1 步
反应条件:
参考文献:
Direct and convenient conversion of alcohols to fluorides
Yin, Jingjun; Zarkowsky, Devin S.; Thomas, David W.; Zhao, Matthew M.; Huffman, Mark A., Organic Letters, 2004, 6(9), 1465-1468
合成路线:1 步
反应条件:
参考文献:
2'-Deoxy-2'-fluoro-β-D-arabinonucleosides and oligonucleotides (2'F-ANA): synthesis and physicochemical studies
Wilds, Christopher J.; Damha, Masad J., Nucleic Acids Research, 2000, 28(18), 3625-3635
合成路线:1 步
反应条件:
参考文献:
Method for synthesizing nucleoside analog clofarabine
, China, , ,
合成路线:1 步
反应条件:
参考文献:
Preparation of 2'-fluoro-4'-substituted nucleoside analogs as antiviral agents
, China, , ,
合成路线:1 步
反应条件:
参考文献:
Method for preparing 2-deoxy-2-fluoro-α-D-arabinofuranose derivatives
, China, , ,
合成路线:1 步
反应条件:
参考文献:
Synthesis of 1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
Zhu, Lihua; Chen, Qian; Xu, Yunfeng; Fan, Juzheng, Huaxi Yaoxue Zazhi, 2005, 20(3), 207-210

2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖(97614-43-2)上下游

2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-阿拉伯呋喃糖(97614-43-2)参考资料

Reaxys RN:
4337057
PubChem CID: