96405-62-8 (哥纳香三醇,Goniotriol)

快速询单

结构式：

哥纳香三醇MOL文件

CAS号：

96405-62-8

中文名称：

哥纳香三醇

英文名称：

Goniotriol

分子式：

C₁₃H₁₄O₅

分子量：

250.247264385223

哥纳香三醇(96405-62-8)名称与标识符

名称

中文别名：

哥纳香三醇;

英文别名：

D-xylo-Hept-2-enonicacid, 2,3-dideoxy-7-C-phenyl-, d-lactone, (7R)-;Goniotriol;(+)-Goniotriol;(7R)-2,3-Dideoxy-7-C-phenyl-D-xylohept-2-enonic acid delta-lactone;[ "" ];(2R,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-3-hydroxy-2,3-dihydropyran-6-one;FS-9403;CS-0024536;6-(7,8-Dihydro-7,8-dihydroxystyryl)-5,6-dihydro-5-hydroxy-2-pyrone;HY-N3969;2H-Pyran-2-one, 6-(1,2-dihydroxy-2-phenylethyl)-5,6-dihydro-5-hydroxy-, (5S-(5alpha,6alpha(1S*,2S*)))-;CHEMBL482598;DTXSID501317251;96405-62-8;AKOS040762825;D-xylo-Hept-2-enonic acid, 2,3-dideoxy-7-C-phenyl-, d-lactone, (7R)-;(5S,6R)-6-[(1R,2R)-1,2-DIHYDROXY-2-PHENYLETHYL]-5-HYDROXY-5,6-DIHYDROPYRAN-2-ONE;(2R,3S)-2-((1R,2R)-1,2-dihydroxy-2-phenylethyl)-3-hydroxy-2,3-dihydropyran-6-one;DA-53675;

标识符

InChIKey：

AWCDBKHWVKLXEE-WKSBVSIWSA-N

Inchi：

1S/C13H14O5/c14-9-6-7-10(15)18-13(9)12(17)11(16)8-4-2-1-3-5-8/h1-7,9,11-14,16-17H/t9-,11+,12+,13+/m0/s1

SMILES：

[C@@H]([C@@H]1OC(=O)C=C[C@@H]1O)(O)[C@@H](C1C=CC=CC=1)O

哥纳香三醇(96405-62-8)物化性质

实验特性

LogP : -0.07660
PSA : 86.99000
折射率 : 1.63
沸点 : 554.8±50.0 °C at 760 mmHg
蒸气压 : 0.0±1.6 mmHg at 25°C
闪点 : 218.0±23.6 °C
颜色与性状 : Powder
密度 : 1.4±0.1 g/cm3

计算特性

精确分子量 : 250.08412354g/mol
氢键供体数量 : 3
氢键受体数量 : 5
可旋转化学键数量 : 3
同位素质量 : 250.08412354g/mol
重原子数量 : 18
复杂度 : 321
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） : 0.4
拓扑分子极性表面积 : 87Å²

哥纳香三醇(96405-62-8)安全信息

哥纳香三醇(96405-62-8)推荐厂家更多厂家(10)

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哥纳香三醇(96405-62-8)合成路线

合成路线：1 步

162600-03-5

_90%

96405-62-8

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Tetrahydrofuran , Water

参考文献：

Asymmetric total synthesis of (+)-goniotriol and (+)-goniofufurone

Yang, Zhi-cai; Zhou, Wei-shan, Tetrahedron, 1995, 51(5), 1429-36

合成路线：1 步

151830-90-9

_89%

96405-62-8

反应条件：

1.1 Reagents: Acetic acid Solvents: Water

参考文献：

Enantiospecific Syntheses of (+)-Goniofufurone, (+)-7-epi-Goniofufurone, (+)-Goniobutenolide A, (-)-Goniobutenolide B, (+)-Goniopypyrone, (+)-Altholactone, (+)-Goniotriol, and (+)-7-Acetylgoniotriol

Shing, Tony K. M.; Tsui, Hon-Chung; Zhou, Zhao-Hui, Journal of Organic Chemistry, 1995, 60(10), 3121-30

合成路线：1 步

153619-50-2

_88%

96405-62-8

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane

参考文献：

Stereocontrolled syntheses of novel styryl lactones, (+)-goniodiol, (+)-goniotriol, (+)-8-acetylgoniotriol, (+)-goniofufurone, (+)-9-deoxygoniopypyrone, (+)-goniopypyrone, and (+)-altholactone from common intermediates and cytotoxicity of their congeners

Tsubuki, Masayoshi; Kanai, Kazuo; Nagase, Hiromasa; Honda, Toshio, Tetrahedron, 1999, 55(9), 2493-2514

合成路线：1 步

944353-10-0

_74%

96405-62-8

反应条件：

1.1 Reagents: Titanium tetrachloride Solvents: Dichloromethane ; 0 °C; 1.5 h, 0 °C → rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ; rt

参考文献：

Stereoselective Total Synthesis of Bioactive Styryllactones (+)-Goniofufurone, (+)7-epi-Goniofufurone, (+)-Goniopypyrone, (+)-Goniotriol, (+)-Altholactone, and (-)-Etharvensin

Prasad, Kavirayani R.; Gholap, Shivajirao L., Journal of Organic Chemistry, 2008, 73(1), 2-11

合成路线：1 步

2376043-52-4

_66%

96405-62-8

反应条件：

1.1 Reagents: Titanium tetrachloride Solvents: Dichloromethane ; 0 °C; 2 h, rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ; 0 °C

参考文献：

Synthesis of (+)-goniopypyrone and (+)-goniotriol using Pd-catalyzed carbonylation

Miyazawa, Yuki; Sugimoto, Makoto; Tanaka-Oda, Ayumi; Makabe, Hidefumi, Tetrahedron Letters, 2019, 60(36),

合成路线：1 步

1093635-68-7

_65%

96405-62-8

反应条件：

1.1 Reagents: Pyridine, hydrofluoride (1:1) Solvents: Acetonitrile ; 2 d, rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ; rt
1.3 Reagents: Titanium tetrachloride Solvents: Dichloromethane ; 2 h, rt
1.4 Reagents: Sodium bicarbonate Solvents: Water ; rt

参考文献：

Stereoselective synthesis of (+)-goniodiol, (+)-goniotriol, (-)-goniofupyrone, and (+)-altholactone using a catalytic asymmetric hetero-Diels-Alder/allylboration approach

Favre, Annaick; Carreaux, Francois; Deligny, Michael; Carboni, Bertrand, European Journal of Organic Chemistry, 2008, (29), 4900-4907

合成路线：1 步

96405-62-8

参考文献：

Total synthesis of antitumor Goniothalamus styryllactones

Surivet, Jean-Philippe; Vatele, Jean-Michel, Tetrahedron, 1999, 55(45), 13011-13028

合成路线：1 步

96405-62-8

参考文献：

Julia-Colonna asymmetric epoxidation of furyl styryl ketone as a route to intermediates to naturally-occurring styryl lactones

Chen, Wei-Ping; Roberts, Stanley M., Journal of the Chemical Society, 1999, (2), 103-105

合成路线：1 步

96405-62-8

参考文献：

Stereoselective Syntheses of (+)-Goniotriol, (+)-8-Acetylgoniotriol, (+)-Goniodiol, (+)-9-Deoxygoniopypyrone, (+)-Altholactone, and (-)-Goniofupyrone

Mukai, Chisato; Hirai, Syuichi; Hanaoka, Miyoji, Journal of Organic Chemistry, 1997, 62(19), 6619-6626

合成路线：1 步

96405-62-8

参考文献：

Total synthesis of (-)-goniopypyrone

Zhou, Zhaohui; Shing, Tony K.M., Chinese Journal of Chemistry, 1993, 11(5), 479-80

合成路线：1 步

96405-62-8

参考文献：

Concise syntheses of novel styryl lactones, (+)-goniofufurone, (+)-goniopypyrone, (+)-goniotriol, (+)-8-acetylgoniotriol, and (+)-altholactone

Tsubuki, Masayoshi; Kanai, Kazuo; Honda, Toshio, Synlett, 1993, (9), 653-5

哥纳香三醇(96405-62-8)相关文献

1. Stereoselective syntheses of (–)-goniotriol and (–)-8-acetylgoniotriol from D-glycero-D-gulo-heptono-γ-lactone
Tony K. M. Shing,Zhao-Hui Zhou,Thomas C. W. Mak J. Chem. Soc. Perkin Trans. 1 1992 1907
2. Julia–Colonna asymmetric epoxidation of furyl styryl ketone as a route to intermediates to naturally-occurring styryl lactones
Wei-ping Chen,Stanley M. Roberts J. Chem. Soc. Perkin Trans. 1 1999 103
3. Recent applications of the hetero Diels–Alder reaction in the total synthesis of natural products
Majid M. Heravi,Tahereh Ahmadi,Mahdieh Ghavidel,Bahareh Heidari,Hoda Hamidi RSC Adv. 2015 5 101999
4. Index pages
J. Chem. Soc. Perkin Trans. 1 1992 A001
5. Gonibutenolides A and B: serendipitous syntheses, relative and absolute configuration
Tony K. M. Shing,Vincent W.-F. Tai,Hon-Chung Tsui J. Chem. Soc. Chem. Commun. 1994 1293
6. Asymmetric epoxidation of enones: effect of surfactants, radical scavengers and morphology of catalysts on reaction rates, chemical yields and enantioselectivities in phase-transfer catalysis
Geumwoo Lee,Jeong-Hee Lee,Jaeyong Lee,Min Woo Ha,Mi-hyun Kim,Suckchang Hong,Hyeung-geun Park Org. Chem. Front. 2022 9 4902
7. Total syntheses of (+)-7-epi-goniofufurone, (+)-goniopypyrone and (+)-goniofufurone from a common precursor
Veejendra K. Yadav,Divya Agrawal Chem. Commun. 2007 5232
8. Catalytic hydrogenation performance of an in situ assembled Au@g-C3N4–PANI nanoblend: synergistic inter-constituent interactions boost the catalysis
Balakumar Vellaichamy,Prakash Periakaruppan New J. Chem. 2017 41 7123
9. Continuous production of nitrogen-functionalized graphene nanosheets for catalysis applications
Kodepelly Sanjeeva Rao,Jaganathan Senthilnathan,Jyh-Ming Ting,Masahiro Yoshimura Nanoscale 2014 6 12758
10. Novel bioactive styryl-lactones: goniofufurone, goniopypyrone, and 8-acetylgoniotriol from Goniothalamus giganteus(annonaceae). X-Ray molecular structure of goniofufurone and of goniopypyrone
Xin-ping Fang,Jon E. Anderson,Ching-jer Chang,Phillip E. Fanwick,Jerry L. McLaughlin J. Chem. Soc. Perkin Trans. 1 1990 1655

哥纳香三醇(96405-62-8)参考资料

Reaxys RN：

PubChem CID：

125950

916151-83-2(2H-吡喃-2-酮，5,6-二氢-6-[（2S，3S）-3-苯基-2-环氧乙烷基]，（6S）-) 136778-40-0(二乙酸哥纳香二醇酯) 110011-51-3(2H-吡喃-2-酮，5,6-二氢-6-[（2R，3R）-3-苯基环氧乙烷基]，（6R）-) 791614-77-2(ETHYL 2-(5-BROMOBENZO[D]THIAZOL-2-YL)ACETATE) 79128-88-4(3-(Chloromethyl)benzophenone) 79139-61-0(4-苯基-2,8-二氮杂螺[4.5]-1-癸酮) 791780-06-8(3-(3,4-二氯苯氧基)吖丁啶) 791778-53-5(trans-4-[2-[4-(2,3-Dichlorophenyl)piperazin-1-yl]ethyl]cyclohexanamine)

96405-62-8 (哥纳香三醇,Goniotriol)

哥纳香三醇(96405-62-8)名称与标识符

名称

标识符

哥纳香三醇(96405-62-8)物化性质

实验特性

计算特性

哥纳香三醇(96405-62-8)安全信息

哥纳香三醇(96405-62-8)推荐厂家 更多厂家(10)

哥纳香三醇(96405-62-8)合成路线

哥纳香三醇(96405-62-8)相关文献

哥纳香三醇(96405-62-8)参考资料

目录

哥纳香三醇(96405-62-8)推荐厂家更多厂家(10)