828933-86-4 ((2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-)

快速询单

结构式：

2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-MOL文件

CAS号：

828933-86-4

英文名称：

2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-

分子式：

C₁₆H₁₆O₂

分子量：

240.297044754028

API：

Tolterodine

2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-(828933-86-4)名称与标识符

名称

英文别名：

2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-;(4R)-3,4-Dihydro-6-methyl-4-phenyl-2H-1-benzopyran-2-ol (ACI);

标识符

InChIKey：

JGRSOLBFAHJDTL-JBZHPUCOSA-N

Inchi：

1S/C16H16O2/c1-11-7-8-15-14(9-11)13(10-16(17)18-15)12-5-3-2-4-6-12/h2-9,13,16-17H,10H2,1H3/t13-,16?/m1/s1

SMILES：

CC1C=CC2=C([C@@H](C3C=CC=CC=3)CC(O2)O)C=1

2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-(828933-86-4)推荐厂家更多厂家(3)

公司名称	手机号/电话	联系人	QQ	询单
上海楷森生物科技有限公司	17558870519 175-58870519	赵经理	3003926540	询单
湖北扬信医药科技有限公司	13092795037 0714-3996388	熊磊	3003473323	询单
深圳振强生物技术有限公司	13670046396 86-755-66853366	颜经理	2851296953	询单

2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-(828933-86-4)合成路线

合成路线：1 步

16299-22-2

_99%

828933-86-4

反应条件：

1.1 Reagents: tert-Butanol , Methyldiethoxysilane Catalysts: Cupric acetate , 1,1′-(4R)-[4,4′-Bi-1,3-benzodioxole]-5,5′-diylbis[1,1-bis[3,5-bis(1,1-dimethylet… Solvents: Toluene , Tetrahydrofuran ; 0.5 h, rt

参考文献：

Copper, [[4,4'-bi-1,3-benzodioxole]-5,5'-diylbis[bis[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]phosphine-κP]]hydro-; Copper, [4,4',4'',4'''-[(4R)-[4,4'-bi-1,3-benzodioxole]-5,5'-diyldi(phosphinidyne-κP)]tetrakis[2,6-bis(1,1-dimethylethyl)-phenol]]hydro-

Nihan, Danielle M.; et al, e-EROS Encyclopedia of Reagents for Organic Synthesis, 2014, 1, 1-8

合成路线：1 步

16299-22-2

_99%

828933-86-4

反应条件：

1.1 Reagents: tert-Butanol , Dimethyldiethoxysilane Catalysts: Cupric acetate , Copper, [(4R)-[4,4′-bi-1,3-benzodioxole]-5,5′-diylbis[bis[3,5-bis(1,1-dimethylet… Solvents: Toluene , Tetrahydrofuran ; 20 min, rt; rt
1.2 Reagents: Ammonium fluoride Solvents: Methanol ; 45 min, rt

参考文献：

Asymmetric conjugate reductions of coumarins. a new route to tolterodine and related coumarin derivatives

Gallagher, Brian D.; et al, Organic Letters, 2009, 11(23), 5374-5377

合成路线：1 步

827007-19-2

_95%

828933-86-4

反应条件：

1.1 Reagents: Diisobutylaluminum hydride Solvents: Toluene , Hexane ; rt → -20 °C; 2 h, -20 °C; 0.5 h, -25 - -20 °C

参考文献：

Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to Coumarins: Asymmetric Synthesis of (R)-Tolterodine

Chen, Gang; et al, Organic Letters, 2005, 7(11), 2285-2288

合成路线：1 步

827007-19-2

_65%

828933-86-4

反应条件：

1.1 Reagents: Diisobutylaluminum hydride Solvents: Toluene , Hexane ; 30 min, -78 °C; 2 h, -78 °C; -78 °C → rt
1.2 Solvents: Water ; rt

参考文献：

Hydrolase-mediated resolution of the hemiacetal in 2-chromanols: The impact of remote substitution

Gavin, Declan P.; et al, Tetrahedron: Asymmetry, 2017, 28(4), 577-585

合成路线：1 步

827007-19-2

828933-86-4

反应条件：

1.1 Reagents: Diisobutylaluminum hydride Solvents: Toluene , Hexane ; 1.5 h, -25 °C; 1 h, -25 °C
1.2 Reagents: Citric acid Solvents: Ethyl acetate , Water ; -25 °C; overnight, rt

参考文献：

Computationally-Led Ligand Modification using Interplay between Theory and Experiments: Highly Active Chiral Rhodium Catalyst Controlled by Electronic Effects and CH-π Interactions

Korenaga, Toshinobu; et al, Advanced Synthesis & Catalysis, 2018, 360(2), 322-333

合成路线：1 步

349547-18-8

_94%

828933-86-4

反应条件：

1.1 Reagents: Diisobutylaluminum hydride Solvents: Toluene , Hexane ; 2 h, -25 - -20 °C; 0.5 h, -25 - -20 °C
1.2 Reagents: Citric acid Solvents: Ethyl acetate , Water ; -25 - -20 °C; overnight, 20 - 25 °C

参考文献：

Asymmetric Hydroesterification of Diarylmethyl Carbinols

Tian, Duanshuai; et al, Angewandte Chemie, 2021, 60(12), 6305-6309

合成路线：1 步

828933-85-3

_85%

828933-86-4

反应条件：

1.1 Reagents: Camphorsulfonic acid Solvents: Acetonitrile , Water ; 6 h, 100 °C

参考文献：

Enantioselective [4+2] cycloadditions of o-quinone methides: total synthesis of (+)-mimosifoliol and formal synthesis of (+)-tolterodine

Selenski, Carolyn; et al, Journal of Organic Chemistry, 2004, 69(26), 9196-9203

合成路线：1 步

828933-85-3

828933-86-4

参考文献：

Product subclass 1: o-quinomethanes

Pettus, T. R. R.; et al, Science of Synthesis, 2006, 28, 831-872

合成路线：1 步

2490309-29-8

828933-86-4

反应条件：

1.1 Catalysts: Methanesulfonic acid, 1,1,1-trifluoro-, iron(2+) salt (2:1) , 2-Piperidinecarboxamide, 1,1′-(1,3-propanediyl)bis[N-[2,6-bis(1-methylethyl)phen… Solvents: Dichloromethane ; 0.5 h, 35 °C
1.2 Solvents: Dichloromethane ; 4 h, 35 °C

参考文献：

Chiral Fe(II) complex catalyzed enantioselective [1,3] O-to-C rearrangement of alkyl vinyl ethers and synthesis of chromanols and beyond

Wang, Lifeng; et al, Chemical Science, 2020, 11(37), 10101-10106

合成路线：2 步

反应条件：

1.1 Reagents: Imidazole , tert-Butyldimethylsilyl chloride Solvents: Dichloromethane ; overnight, rt
1.2 Reagents: Ammonium chloride Solvents: Water ; rt
1.3 Solvents: Tetrahydrofuran ; 0 °C; overnight, rt
1.4 Reagents: Ammonium chloride Solvents: Water ; rt
1.5 Reagents: Sodium carbonate Catalysts: Di-μ-chlorobis[(1,2,5,6-η)-1,5-cyclooctadiene]diiridium Solvents: Toluene ; 6 h, 100 °C
1.6 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; rt; 1 h, rt
1.7 Reagents: Ammonium chloride Solvents: Water ; rt
2.1 Catalysts: Methanesulfonic acid, 1,1,1-trifluoro-, iron(2+) salt (2:1) , 2-Piperidinecarboxamide, 1,1′-(1,3-propanediyl)bis[N-[2,6-bis(1-methylethyl)phen… Solvents: Dichloromethane ; 0.5 h, 35 °C
2.2 Solvents: Dichloromethane ; 4 h, 35 °C

参考文献：

Chiral Fe(II) complex catalyzed enantioselective [1,3] O-to-C rearrangement of alkyl vinyl ethers and synthesis of chromanols and beyond

Wang, Lifeng; et al, Chemical Science, 2020, 11(37), 10101-10106

合成路线：2 步

参考文献：

Product subclass 1: o-quinomethanes

Pettus, T. R. R.; et al, Science of Synthesis, 2006, 28, 831-872

合成路线：2 步

反应条件：

1.1 Solvents: Diethyl ether ; 3 h, -78 °C → rt
1.2 Reagents: Sodium bicarbonate
2.1 Reagents: Camphorsulfonic acid Solvents: Acetonitrile , Water ; 6 h, 100 °C

参考文献：

Enantioselective [4+2] cycloadditions of o-quinone methides: total synthesis of (+)-mimosifoliol and formal synthesis of (+)-tolterodine

Selenski, Carolyn; et al, Journal of Organic Chemistry, 2004, 69(26), 9196-9203

合成路线：2 步

1470-57-1

1099-45-2

828933-86-4

反应条件：

1.1 Catalysts: 4-(Dimethylamino)pyridine Solvents: Toluene ; 3 d, reflux
2.1 Reagents: tert-Butanol , Dimethyldiethoxysilane Catalysts: Cupric acetate , Copper, [(4R)-[4,4′-bi-1,3-benzodioxole]-5,5′-diylbis[bis[3,5-bis(1,1-dimethylet… Solvents: Toluene , Tetrahydrofuran ; 20 min, rt; rt
2.2 Reagents: Ammonium fluoride Solvents: Methanol ; 45 min, rt

参考文献：

Asymmetric conjugate reductions of coumarins. a new route to tolterodine and related coumarin derivatives

Gallagher, Brian D.; et al, Organic Letters, 2009, 11(23), 5374-5377

合成路线：2 步

62594-94-9

630-08-0

828933-86-4

反应条件：

1.1 Reagents: Hydrogen Catalysts: p-Toluenesulfonic acid , Palladium diacetate , (2R,2′R,3R,3′R)-4,4′-Di-9-anthracenyl-3,3′-bis(1,1-dimethylethyl)-2,2′,3,3′-tetr… Solvents: Dichloromethane ; 48 h, 600 psi, 45 °C
2.1 Reagents: Diisobutylaluminum hydride Solvents: Toluene , Hexane ; 2 h, -25 - -20 °C; 0.5 h, -25 - -20 °C
2.2 Reagents: Citric acid Solvents: Ethyl acetate , Water ; -25 - -20 °C; overnight, 20 - 25 °C

参考文献：

Asymmetric Hydroesterification of Diarylmethyl Carbinols

Tian, Duanshuai; et al, Angewandte Chemie, 2021, 60(12), 6305-6309

合成路线：2 步

86608-97-1

630-08-0

828933-86-4

反应条件：

1.1 Reagents: Hydrogen Catalysts: p-Toluenesulfonic acid , Palladium diacetate , (2S,2′S,3S,3′S)-4,4′-Di-9-anthracenyl-3,3′-bis(1,1-dimethylethyl)-2,2′,3,3′-tetr… Solvents: Dichloromethane ; 48 h, 600 psi, 40 °C
2.1 Reagents: Diisobutylaluminum hydride Solvents: Toluene , Hexane ; 2 h, -25 - -20 °C; 0.5 h, -25 - -20 °C
2.2 Reagents: Citric acid Solvents: Ethyl acetate , Water ; -25 - -20 °C; overnight, 20 - 25 °C

参考文献：

Asymmetric Hydroesterification of Diarylmethyl Carbinols

Tian, Duanshuai; et al, Angewandte Chemie, 2021, 60(12), 6305-6309

合成路线：2 步

98-80-6

92-48-8

828933-86-4

反应条件：

1.1 Catalysts: Di-μ-chlorotetrakis(η2-ethene)dirhodium , 2243146-52-1 Solvents: 1,4-Dioxane ; 10 min, rt
1.2 Reagents: Sodium bicarbonate Solvents: Toluene , Water ; 36 h, 25 °C
2.1 Reagents: Diisobutylaluminum hydride Solvents: Toluene , Hexane ; 1.5 h, -25 °C; 1 h, -25 °C
2.2 Reagents: Citric acid Solvents: Ethyl acetate , Water ; -25 °C; overnight, rt

参考文献：

Computationally-Led Ligand Modification using Interplay between Theory and Experiments: Highly Active Chiral Rhodium Catalyst Controlled by Electronic Effects and CH-π Interactions

Korenaga, Toshinobu; et al, Advanced Synthesis & Catalysis, 2018, 360(2), 322-333

合成路线：3 步

1450-72-2

108-86-1

828933-86-4

反应条件：

1.1 Reagents: Magnesium Catalysts: Iodine Solvents: Tetrahydrofuran ; reflux; 0 °C → rt; overnight, rt
1.2 Reagents: Ammonium chloride Solvents: Water ; rt
2.1 Reagents: Hydrogen Catalysts: p-Toluenesulfonic acid , Palladium diacetate , (2S,2′S,3S,3′S)-4,4′-Di-9-anthracenyl-3,3′-bis(1,1-dimethylethyl)-2,2′,3,3′-tetr… Solvents: Dichloromethane ; 48 h, 600 psi, 40 °C
3.1 Reagents: Diisobutylaluminum hydride Solvents: Toluene , Hexane ; 2 h, -25 - -20 °C; 0.5 h, -25 - -20 °C
3.2 Reagents: Citric acid Solvents: Ethyl acetate , Water ; -25 - -20 °C; overnight, 20 - 25 °C

参考文献：

Asymmetric Hydroesterification of Diarylmethyl Carbinols

Tian, Duanshuai; et al, Angewandte Chemie, 2021, 60(12), 6305-6309

合成路线：3 步

24424-99-5

613-84-3

828933-86-4

反应条件：

1.1 Reagents: Diisopropylethylamine Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ; overnight, rt
1.2 Reagents: Ammonium chloride
2.1 Solvents: Diethyl ether ; 3 h, -78 °C → rt
2.2 Reagents: Sodium bicarbonate
3.1 Reagents: Camphorsulfonic acid Solvents: Acetonitrile , Water ; 6 h, 100 °C

参考文献：

Enantioselective [4+2] cycloadditions of o-quinone methides: total synthesis of (+)-mimosifoliol and formal synthesis of (+)-tolterodine

Selenski, Carolyn; et al, Journal of Organic Chemistry, 2004, 69(26), 9196-9203

合成路线：3 步

86608-97-1

828933-86-4

反应条件：

1.1 Catalysts: Iodine Solvents: Toluene ; 5 h, 110 °C
2.1 Reagents: Hydrogen Catalysts: p-Toluenesulfonic acid , Palladium diacetate , (2R,2′R,3R,3′R)-4,4′-Di-9-anthracenyl-3,3′-bis(1,1-dimethylethyl)-2,2′,3,3′-tetr… Solvents: Dichloromethane ; 48 h, 600 psi, 45 °C
3.1 Reagents: Diisobutylaluminum hydride Solvents: Toluene , Hexane ; 2 h, -25 - -20 °C; 0.5 h, -25 - -20 °C
3.2 Reagents: Citric acid Solvents: Ethyl acetate , Water ; -25 - -20 °C; overnight, 20 - 25 °C

参考文献：

Asymmetric Hydroesterification of Diarylmethyl Carbinols

Tian, Duanshuai; et al, Angewandte Chemie, 2021, 60(12), 6305-6309

82391-05-7(4,4,5,8-tetramethyl-2,3-dihydrochromen-2-ol) 112012-02-9(1-[2-(2,4,4-trimethylpentan-2-yl)phenoxy]propan-1-ol) 32560-26-2(苯并二氢吡喃-2-醇) 209747-04-6(Tolterodine Lactol Impurity) 795310-80-4(4-(3-甲基-1,2,4-氧杂二唑-5-基)哌啶盐酸盐) 79598-73-5(顺式-3-羟基环戊烷羧酸甲酯) 79600-86-5(4-(4-CHLOROPHENYL)-1H-PYRROLE-2-CARBOXYLIC ACID) 79570-19-7(brimonidine tartrate)

960化工网为您提供2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-专业化合物百科信息，包括中文名，英文名，分子式，分子量，以及该化合物的CasNo.828933-86-4,相关理化性质;并提供了优质生产厂家信息包括厂家名称和联系方式等。 WAP版:828933-86-4 国际站:828933-86-4

828933-86-4 ((2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-)

2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-(828933-86-4)名称与标识符

名称

标识符

2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-(828933-86-4)推荐厂家 更多厂家(3)

2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-(828933-86-4)合成路线

目录

2H-1-Benzopyran-2-ol, 3,4-dihydro-6-methyl-4-phenyl-, (4R)-(828933-86-4)推荐厂家更多厂家(3)