(E)-3-[3'-(4''-氟苯基)-1'-异丙基-1H-吲哚-2''-基]-2-丙烯醛 | 93957-50-7
中文名称:
(E)-3-[3'-(4''-氟苯基)-1'-异丙基-1H-吲哚-2''-基]-2-丙烯醛
英文名称:
(E)-3-(3-(4-Fluorophenyl)-1-isopropyl-1H-indol-2-yl)acrylaldehyde
CAS No.:
93957-50-7
分子式:
C2 0 H1 8 FNO
分子量:
307.36142873764
名称和标识符
MDL
MFCD03840863
InChIKey
DVWHSTKQJBIYCK-VMPITWQZSA-N
Inchi
1S/C20H18FNO/c1-14(2)22-18-7-4-3-6-17(18)20(19(22)8-5-13-23)15-9-11-16(21)12-10-15/h3-14H,1-2H3/b8-5+
SMILES
C(/C1N(C(C)C)C2C=CC=CC=2C=1C1C=CC(F)=CC=1)=C\C=O
别名信息
- 中文别名 -
(E)-3-[3'-(4''-氟苯基)-1'-异丙基-1H-吲哚-2''-基]-2-丙烯醛
(E)-3-[3-(4-氟苯基)-1-异丙基吲哚-2-基]丙烯醛
3-[3-(4-氟苯基)-1-异苯基-1H-吲哚-2-基]-丙烯醛
(E)-3-(3-(4-氟苯基)-1-异丙基-1H-吲哚-2-基)丙烯醛
(E)-3-[3&#39-(4"-氟苯基)-1&#39-异丙基-1H-吲哚-2"-基]-2-丙烯醛
(E)-3-[3&#39-(4-氟苯基)-1&#39-异丙基-1H-吲哚-2-基]-2-丙烯醛
(E)-3-[3''-(4"-氟苯基)-1''-异丙基-1H-吲哚-2"-基]-2-丙烯醛
(E)-3-[3'-(4"-氟苯基)-1'-异丙基-1H-吲哚-2"-基]-2-丙烯醛
(E)-3-[3-(4-Fluorophenyl)-1-isopropylindol-2-yl]acrolein (E)-3-[3-(4-氟苯基)-1-异丙基吲哚-2-基]丙烯醛
(E)-3-[3’-(4"-氟苯基)-1’-异丙基-1H-吲哚-2"-基]-2-丙烯醛
2-碘-4-溴氟苯
F-2(E)-3-[3-(4-氟苯基)-1-异丙基-1H-吲哚-2-基]-2-丙烯醛
Fenal(氟伐他汀中间体)
氟伐他汀钠中间体
(E)-3-[3'-(4''-氟苯基)-1'-(1''-甲基乙基)-1H-吲哚-2''-基]-2-丙烯醛
3-[3-(4-氟苯基)-1-异苯基-1,H吲哚-2-基]-丙烯醛
(E)-3-[3'-(4"-氟苯基)-1'-异丙基-1H-吲哚-2"-基]-2-丙烯醛
(E)-3-[3'-(4''-氟苯基)-1'-(1''-甲基乙基)-1H-吲哚-2''-基]-2-丙烯醛
- 英文别名 -
(E)-3-(3-(4-Fluorophenyl)-1-isopropyl-1H-indol-2-yl)acrylaldehyde
(2E)-3-[3-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-2-propenal
(E)-3-[3-(4-Fluorophenyl)-1-(Isopropyl)-1h-Indol-2-yl]-2-Propenal
(E)-3-[3-(4-Fluorophenyl)-1-isopropylindol-2-yl]acrolein
(E)-3-[3'-(4"-Fluorophenyl)-1'-(1"-methylethyl)-1H-indol-2"-yl]-2-propnal
(E)-3-[3-(4-Fluorophenyl)-1-isopropyl-1H-indol-2-yl]-propenal
Fluvastatin F-2
1-Isopropyl-2-acrolein-3-(4-fluorophenyl)-indole
(E)-3-[3-(4-Fluorophenyl)-1-isopropylindol-2-yl]propenal
(e)-3-[3'-(4''-fluorophenyl)-1'-(1''-methylethyl)-1h-indol-2''-yl]-2-propnal
3-(3-4-fluorophenyl-1-isopropyl-1h-indole-2-yl) propenal
Fenal
3-[3-(4-FLUOROPHENYL)-1-(1-METHYLETHYL)-1H-INDOL-2-YL]-(E)-2-PROPENAL
2-Propenal, 3-[3-(4-fluo
(2E)-3-[3-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-2-propenal (ACI)
2-Propenal, 3-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-, (E)- (ZCI)
物化性质
实验特性
LogP
5.24040
PSA
22.00000
沸点
497.643°C at 760 mmHg
熔点
129.0 to 133.0 deg-C
密度
1.10
计算特性
精确分子量
307.13700
氢键供体数量
0
氢键受体数量
2
可旋转化学键数量
4
重原子数量
23
复杂度
427
拓扑分子极性表面积
22
海关数据
海关编码
2933990090
海关数据
中国海关编码:
2933990090
概述:
2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 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, 乌洛托品请注明外观, 6-己内酰胺请注明外观, 签约日期
Summary:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
合成路线
合成路线:1 步
1.1
Reagents:
Phosphorus oxychloride
Solvents:
Acetonitrile
1.2
Solvents:
Acetonitrile
参考文献:
Vinylformylation utilizing propeniminium salts
Lee, George T.;
Amedio, John C. Jr.;
Underwood, Russell;
Prasad, Kapa;
Repic, Oljan ,
Journal of Organic Chemistry ,
1992 ,
57(11) ,
3250-2
合成路线:1 步
1.1
Reagents:
Phosphorus oxychloride
Solvents:
Acetonitrile
;
45 min, -5 °C; 10 min, 5 - 7 °C
1.2
Solvents:
Acetonitrile
;
5 °C → reflux; 3 h, reflux; reflux → rt
1.3
Solvents:
Water
;
rt
参考文献:
Facile and Highly Enantioselective Synthesis of (+)- and (-)-Fluvastatin and Their Analogues
Zacharia, James T.;
Tanaka, Takanori;
Hayashi, Masahiko ,
Journal of Organic Chemistry ,
2010 ,
75(22) ,
7514-7518
合成路线:1 步
1.1
Reagents:
Phosphorus oxychloride
Solvents:
Acetonitrile
;
3 h, 80 °C
参考文献:
A catalytic approach to the synthesis of (+)-fluvastatin analogue
Kim, Aejin;
Kim, In Su ,
Bulletin of the Korean Chemical Society ,
2011 ,
32(10) ,
3748-3751
合成路线:1 步
1.1
Reagents:
Phosphorus oxychloride
Solvents:
Acetonitrile
;
45 min, -5 °C; 10 min, 5 - 7 °C
1.2
10 min, 5 - 7 °C; 3 h, 7 °C → 83 °C; 83 °C → 22 °C
1.3
Reagents:
Water
;
15 min, 22 °C; 0.5 h, 35 - 50 °C; 1.5 h, 50 °C → 55 °C; 55 °C → 22 °C; 15 min, 22 °C
参考文献:
Synthesis, crystal studies and in vivo anti-hyperlipidemic activities of indole derivatives containing fluvastatin nucleus
Kalalbandi, Veerendra Kumar A.;
Seetharamappa, J.;
Katrahalli, Umesha ,
RSC Advances ,
2015 ,
5(48) ,
38748-38759
合成路线:1 步
1.1
Reagents:
Phosphorus oxychloride
Solvents:
Acetonitrile
;
-5 °C; 45 min, 5 - 7 °C
1.2
10 min, 5 - 7 °C; 3 h, 83 °C; 83 °C → 22 °C
1.3
Reagents:
Sodium hydroxide
Solvents:
Toluene
,
Water
;
20 min, 25 - 30 °C; 30 °C → 22 °C
1.4
Reagents:
Hydrochloric acid
,
Sodium chloride
Solvents:
Water
;
30 min, 22 °C
参考文献:
Synthesis of (3R,5S,6E)-rel-7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-Heptenoic acid sodium salt (1:1) (fluvastatin sodium)
Jin, Hong-ri;
Chen, Xiao-fang;
Yan, Qi-dong;
Yang, Mei-ling ,
Hecheng Huaxue ,
2008 ,
16(3) ,
358-361
合成路线:1 步
1.1
Reagents:
Phosphorus oxychloride
Solvents:
Acetonitrile
参考文献:
Synthesis, characterization, crystal studies of (E)-3-(3-(4-fluorophenyl)-1-isopropyl-1H-indol-2-yl) acrylaldehyde
Kalalbandi, Veerendra Kumar A.;
Seetharamappa, J. ,
Crystal Structure Theory and Applications ,
2013 ,
2(4) ,
150-156
合成路线:1 步
1.1
Reagents:
Phosphorus oxychloride
参考文献:
The Vilsmeier reaction of fully conjugated carbocycles and heterocycles
Jones, Gurnos;
Stanforth, Stephen P. ,
Organic Reactions (Hoboken ,
1997 ,
49 ,
合成路线:1 步
1.1
Reagents:
Phosphorus oxychloride
Solvents:
Acetonitrile
;
-5 °C; 10 min, 5 - 7 °C
1.2
3 h, reflux; reflux → rt
1.3
Reagents:
Water
;
1.5 h
参考文献:
Synthesis of (3R,5S,6E)-rel-7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoic acid sodium salt (fluvastatin sodium)
Cai, Zhengyan;
Ning, Qi;
Zhou, Weicheng ,
Zhongguo Yiyao Gongye Zazhi ,
2007 ,
38(2) ,
73-75
合成路线:1 步
参考文献:
Preparation of N,N-disubstituted (E)-3-amino-2-propenals as mevalonate analog intermediates
,
United States ,
,
,
合成路线:1 步
1.1
Reagents:
1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide
Solvents:
Dimethyl sulfoxide
;
3 h, rt
参考文献:
Palladium-catalyzed synthesis of 2-alkenyl-3-arylindoles via a dual α-arylation strategy: formal synthesis of the antilipemic drug fluvastatin
Kale, Ajit Prabhakar;
Kumar, Gangam Srikanth;
Kapur, Manmohan ,
Organic & Biomolecular Chemistry ,
2015 ,
13(45) ,
10995-11002
合成路线:1 步
1.1
Solvents:
Chloroform-d
;
2 d, rt
参考文献:
Bronsted Acids Enable Three Molecular Rearrangements of One 3-Alkylidene-2H-1,2-oxazine Molecule into Distinct Heterocyles
Mokar, Bhanudas Dattatray;
Liu, Jinxian;
Liu, Rai-Shung ,
Organic Letters ,
2018 ,
20(4) ,
1038-1041
合成路线:1 步
1.1
Reagents:
Phosphorus oxychloride
Solvents:
Acetonitrile
;
3 h, 80 °C
参考文献:
Method for preparation of (+)-fluvastatin
,
Korea ,
,
,
合成路线:1 步
1.1
Reagents:
Phosphorus oxychloride
Solvents:
Dimethylformamide
;
0 - 3 °C; 3 °C → rt; > 1 min, rt
1.2
Solvents:
Dimethylformamide
;
rt; 8 h, rt
参考文献:
Process for preparing an indole compound
,
India ,
,
,
合成路线:1 步
参考文献:
Synthesis of (E)-3-[3-(4-fluorophenyl)-1-methylethyl)-1H- indol-2-yl]-2-propenal
Chen, Weiping;
Liao, Yongwei;
Yang, Genjin;
Zhang, Wannian ,
Zhongguo Yaowu Huaxue Zazhi ,
1998 ,
8(1) ,
50-53
合成路线:1 步
参考文献:
Analogs of mevalolactone and derivatives thereof and their use as pharmaceuticals
,
World Intellectual Property Organization ,
,
,