857054-03-6 (3-苄氨基丙酸甲酯,2H-Furo2,3-cpyran-2-one)

快速询单

结构式：

3-苄氨基丙酸甲酯MOL文件

CAS号：

857054-03-6

中文名称：

3-苄氨基丙酸甲酯

英文名称：

2H-Furo2,3-cpyran-2-one

分子式：

C₇H₄O₃

分子量：

136.104862213135

3-苄氨基丙酸甲酯(857054-03-6)名称与标识符

名称

中文别名：

2H-呋喃并[2,3-C]吡喃-2-酮;3-苄氨基丙酸甲酯;

英文别名：

2H-Furo[2,3-c]pyran-2-one;furo[2,3-c]pyran-2-one;desmethyl butenolide;KAR2;Karrikin 2;

标识符

InChIKey：

OBHRCUWVUFZNMG-UHFFFAOYSA-N

Inchi：

1S/C7H4O3/c8-7-3-5-1-2-9-4-6(5)10-7/h1-4H

SMILES：

O=C1C=C2C(=COC=C2)O1

3-苄氨基丙酸甲酯(857054-03-6)物化性质

实验特性

LogP : 1.33760
PSA : 43.35000

计算特性

精确分子量 : 136.01600

3-苄氨基丙酸甲酯(857054-03-6)推荐厂家更多厂家(7)

公司名称	手机号/电话	联系人	QQ	询单
上海惠诚生物科技有限公司	18018625233	文俊	2303607288	询单
上海维亦特生物科技有限公司	15317051735	赵静	2033721411	询单
上海维亦特生物科技有限公司	15317051735	赵静	2033721411	询单
爱必信（上海）生物科技有限公司	18438616290	爱必信		询单
上海赛可锐生物科技有限公司	13003271654 021-58000709	赛可锐生物	3004122151	询单
上海赛可锐生物科技有限公司	13003271654 021-58000709	赛可锐生物	3004122151	询单
广东翁江化学试剂有限公司	13927875076 0751-2815987	罗雪云	3007432263	询单

3-苄氨基丙酸甲酯(857054-03-6)合成路线

合成路线：1 步

952058-03-6

_84%

857054-03-6

反应条件：

1.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran

参考文献：

Some Synthetic Carbohydrate Chemistry: Natural Product Synthesis, Rational Inhibitor Design and the Development of a New Reagent

Goddard-Borger, Ethan D., 2008, , ,

合成路线：1 步

952058-03-6

_84%

857054-03-6

反应条件：

1.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 8 h, reflux

参考文献：

Synthesis of the germination stimulant 3-methyl-2H-furo[2,3-c]pyran-2-one and analogous compounds from carbohydrates

Goddard-Borger, Ethan D.; et al, European Journal of Organic Chemistry, 2007, (23), 3925-3934

合成路线：1 步

952058-03-6

_53%

857054-03-6

反应条件：

1.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; overnight, reflux

参考文献：

Karrikins from plant smoke modulate bacterial quorum sensing

Mandabi, Aviad; et al, Chemical Communications (Cambridge, 2014, 50(40), 5322-5325

合成路线：1 步

952058-00-3

_80%

857054-03-6

反应条件：

1.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 48 h, reflux

参考文献：

Discovery of cytochrome bc1 complex inhibitors inspired by the natural product karrikinolide

Chen, Cheng; et al, RSC Advances, 2016, 6(100), 97580-97586

合成路线：1 步

952058-00-3

_77%

857054-03-6

反应条件：

1.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,4-Dioxane ; 72 h, 100 °C

参考文献：

From Biomass to the Karrikins via Selective Catalytic Oxidation of Hemicellulose-Derived Butyl Xylosides and Glucosides

Xiao, Ganyuan; et al, European Journal of Organic Chemistry, 2022, 2022(15),

合成路线：1 步

952058-00-3

_61%

857054-03-6

反应条件：

1.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran

参考文献：

Some Synthetic Carbohydrate Chemistry: Natural Product Synthesis, Rational Inhibitor Design and the Development of a New Reagent

Goddard-Borger, Ethan D., 2008, , ,

合成路线：1 步

1030604-39-7

_32%

857054-03-6

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: 1,4-Dioxane ; rt; rt → 90 °C
1.2 13 min, 92 - 95 °C; 95 °C → < rt

参考文献：

Synthesis of butenolides as seed germination stimulants

Sun, Kingmo; et al, Tetrahedron Letters, 2008, 49(18), 2922-2925

合成路线：1 步

1061751-15-2

_15%

857054-03-6

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Water ; < 25 °C; 1 h, rt; 30 min, reflux

参考文献：

Synthesis of butenolides as seed germination stimulants

Sun, Kingmo; et al, Tetrahedron Letters, 2008, 49(18), 2922-2925

合成路线：1 步

1043933-15-8

_7%

857054-03-6

反应条件：

1.1 Reagents: Sodium acetate , Triphenylphosphine Solvents: Acetic anhydride ; 5 min, reflux
1.2 Solvents: Acetic anhydride ; reflux; 30 min, reflux; cooled

参考文献：

Preparation of 2H-Furo[2,3-c]pyran-2-one Derivatives and Evaluation of Their Germination-Promoting Activity

Flematti, Gavin R.; et al, Journal of Agricultural and Food Chemistry, 2007, 55(6), 2189-2194

合成路线：2 步

952057-98-6

108-24-7

857054-03-6

反应条件：

1.1 Solvents: Pyridine ; 0 °C; 2 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
1.3 Reagents: Triethylamine Solvents: Dichloromethane ; 30 min, rt
2.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 48 h, reflux

参考文献：

Discovery of cytochrome bc1 complex inhibitors inspired by the natural product karrikinolide

Chen, Cheng; et al, RSC Advances, 2016, 6(100), 97580-97586

合成路线：3 步

952057-98-6

108-24-7

857054-03-6

反应条件：

1.1 Solvents: Pyridine ; 2 h, rt
2.1 Reagents: Triethylamine Solvents: Dichloromethane ; 5 min, rt
3.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 48 h, reflux

参考文献：

Synthesis of the germination stimulant 3-methyl-2H-furo[2,3-c]pyran-2-one and analogous compounds from carbohydrates

Goddard-Borger, Ethan D.; et al, European Journal of Organic Chemistry, 2007, (23), 3925-3934

合成路线：2 步

13830-92-7

4637-24-5

857054-03-6

反应条件：

1.1 2 h, rt → 105 °C; 105 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran , Water ; 2 h, rt
2.1 Reagents: Trifluoroacetic acid Solvents: 1,4-Dioxane ; rt; rt → 90 °C
2.2 13 min, 92 - 95 °C; 95 °C → < rt

参考文献：

Synthesis of butenolides as seed germination stimulants

Sun, Kingmo; et al, Tetrahedron Letters, 2008, 49(18), 2922-2925

合成路线：2 步

2761775-41-9

857054-03-6

反应条件：

1.1 Catalysts: Titanium tetrachloride Solvents: Dichloromethane ; -30 °C; 30 min, -30 °C
1.2 Reagents: Diisopropylethylamine ; 30 min, -30 °C
1.3 Reagents: Sodium bicarbonate Solvents: Water
2.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,4-Dioxane ; 72 h, 100 °C

参考文献：

From Biomass to the Karrikins via Selective Catalytic Oxidation of Hemicellulose-Derived Butyl Xylosides and Glucosides

Xiao, Ganyuan; et al, European Journal of Organic Chemistry, 2022, 2022(15),

合成路线：2 步

89282-30-4

79-04-9

857054-03-6

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane ; 0 °C; 10 min, 0 °C
2.1 Reagents: Sodium acetate , Triphenylphosphine Solvents: Acetic anhydride ; 5 min, reflux
2.2 Solvents: Acetic anhydride ; reflux; 30 min, reflux; cooled

参考文献：

Preparation of 2H-Furo[2,3-c]pyran-2-one Derivatives and Evaluation of Their Germination-Promoting Activity

Flematti, Gavin R.; et al, Journal of Agricultural and Food Chemistry, 2007, 55(6), 2189-2194

合成路线：2 步

952057-99-7

857054-03-6

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane ; 5 min, rt
2.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 48 h, reflux

参考文献：

Synthesis of the germination stimulant 3-methyl-2H-furo[2,3-c]pyran-2-one and analogous compounds from carbohydrates

Goddard-Borger, Ethan D.; et al, European Journal of Organic Chemistry, 2007, (23), 3925-3934

合成路线：2 步

952058-02-5

857054-03-6

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 1 h, rt
2.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; overnight, reflux

参考文献：

Karrikins from plant smoke modulate bacterial quorum sensing

Mandabi, Aviad; et al, Chemical Communications (Cambridge, 2014, 50(40), 5322-5325

合成路线：2 步

952058-02-5

857054-03-6

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane ; 5 min, rt
2.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 8 h, reflux

参考文献：

Synthesis of the germination stimulant 3-methyl-2H-furo[2,3-c]pyran-2-one and analogous compounds from carbohydrates

Goddard-Borger, Ethan D.; et al, European Journal of Organic Chemistry, 2007, (23), 3925-3934

合成路线：3 步

2761775-38-4

108-24-7

857054-03-6

反应条件：

1.1 Solvents: Pyridine ; 30 min, rt
2.1 Catalysts: Titanium tetrachloride Solvents: Dichloromethane ; -30 °C; 30 min, -30 °C
2.2 Reagents: Diisopropylethylamine ; 30 min, -30 °C
2.3 Reagents: Sodium bicarbonate Solvents: Water
3.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,4-Dioxane ; 72 h, 100 °C

参考文献：

From Biomass to the Karrikins via Selective Catalytic Oxidation of Hemicellulose-Derived Butyl Xylosides and Glucosides

Xiao, Ganyuan; et al, European Journal of Organic Chemistry, 2022, 2022(15),

合成路线：3 步

496-63-9

857054-03-6

反应条件：

1.1 Reagents: Phosphorus sulfide (P2S5) Solvents: Tetrahydrofuran
1.2 Reagents: Sodium bicarbonate ; 3 h, rt
2.1 Reagents: Triethylamine Solvents: Dichloromethane ; 0 °C; 10 min, 0 °C
3.1 Reagents: Sodium acetate , Triphenylphosphine Solvents: Acetic anhydride ; 5 min, reflux
3.2 Solvents: Acetic anhydride ; reflux; 30 min, reflux; cooled

参考文献：

Preparation of 2H-Furo[2,3-c]pyran-2-one Derivatives and Evaluation of Their Germination-Promoting Activity

Flematti, Gavin R.; et al, Journal of Agricultural and Food Chemistry, 2007, 55(6), 2189-2194

合成路线：3 步

952057-98-6

541-41-3

857054-03-6

反应条件：

1.1 Solvents: Pyridine ; 0 °C; 10 min, 0 °C; 0 °C → rt; 3 h, rt
2.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 1 h, rt
3.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; overnight, reflux

参考文献：

Karrikins from plant smoke modulate bacterial quorum sensing

Mandabi, Aviad; et al, Chemical Communications (Cambridge, 2014, 50(40), 5322-5325

合成路线：3 步

952057-98-6

541-41-3

857054-03-6

反应条件：

1.1 Solvents: Pyridine ; 0 °C; 1 h, rt
2.1 Reagents: Triethylamine Solvents: Dichloromethane ; 5 min, rt
3.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 8 h, reflux

参考文献：

Synthesis of the germination stimulant 3-methyl-2H-furo[2,3-c]pyran-2-one and analogous compounds from carbohydrates

Goddard-Borger, Ethan D.; et al, European Journal of Organic Chemistry, 2007, (23), 3925-3934

合成路线：3 步

952057-96-4

857054-03-6

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane , Water ; 30 min, rt
2.1 Solvents: Pyridine ; 0 °C; 2 h, rt
2.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
2.3 Reagents: Triethylamine Solvents: Dichloromethane ; 30 min, rt
3.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 48 h, reflux

参考文献：

Discovery of cytochrome bc1 complex inhibitors inspired by the natural product karrikinolide

Chen, Cheng; et al, RSC Advances, 2016, 6(100), 97580-97586

合成路线：4 步

952057-96-4

857054-03-6

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane , Water ; rt; 30 min, rt
2.1 Solvents: Pyridine ; 0 °C; 10 min, 0 °C; 0 °C → rt; 3 h, rt
3.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 1 h, rt
4.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; overnight, reflux

参考文献：

Karrikins from plant smoke modulate bacterial quorum sensing

Mandabi, Aviad; et al, Chemical Communications (Cambridge, 2014, 50(40), 5322-5325

合成路线：4 步

952057-96-4

857054-03-6

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane , Water ; 5 min, rt
2.1 Solvents: Pyridine ; 2 h, rt
3.1 Reagents: Triethylamine Solvents: Dichloromethane ; 5 min, rt
4.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 48 h, reflux

参考文献：

Synthesis of the germination stimulant 3-methyl-2H-furo[2,3-c]pyran-2-one and analogous compounds from carbohydrates

Goddard-Borger, Ethan D.; et al, European Journal of Organic Chemistry, 2007, (23), 3925-3934

合成路线：4 步

2761775-35-1

1099-45-2

857054-03-6

反应条件：

1.1 Solvents: Acetonitrile ; 72 h, 75 °C
2.1 Solvents: Pyridine ; 30 min, rt
3.1 Catalysts: Titanium tetrachloride Solvents: Dichloromethane ; -30 °C; 30 min, -30 °C
3.2 Reagents: Diisopropylethylamine ; 30 min, -30 °C
3.3 Reagents: Sodium bicarbonate Solvents: Water
4.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,4-Dioxane ; 72 h, 100 °C

参考文献：

From Biomass to the Karrikins via Selective Catalytic Oxidation of Hemicellulose-Derived Butyl Xylosides and Glucosides

Xiao, Ganyuan; et al, European Journal of Organic Chemistry, 2022, 2022(15),

合成路线：4 步

867-13-0

20590-54-9

857054-03-6

反应条件：

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; -10 °C; 0.5 h, -10 °C
1.2 Solvents: Tetrahydrofuran ; -10 °C; 1 h, -10 °C
2.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane , Water ; 30 min, rt
3.1 Solvents: Pyridine ; 0 °C; 2 h, rt
3.2 Reagents: Hydrochloric acid Solvents: Water ; 0 °C
3.3 Reagents: Triethylamine Solvents: Dichloromethane ; 30 min, rt
4.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 48 h, reflux

参考文献：

Discovery of cytochrome bc1 complex inhibitors inspired by the natural product karrikinolide

Chen, Cheng; et al, RSC Advances, 2016, 6(100), 97580-97586

合成路线：5 步

867-13-0

20590-54-9

857054-03-6

反应条件：

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; -10 °C; 30 min, -10 °C
1.2 Solvents: Tetrahydrofuran ; -10 °C; 45 - 60 min, -10 °C
2.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane , Water ; rt; 30 min, rt
3.1 Solvents: Pyridine ; 0 °C; 10 min, 0 °C; 0 °C → rt; 3 h, rt
4.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 1 h, rt
5.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; overnight, reflux

参考文献：

Karrikins from plant smoke modulate bacterial quorum sensing

Mandabi, Aviad; et al, Chemical Communications (Cambridge, 2014, 50(40), 5322-5325

合成路线：5 步

144152-65-8

20590-54-9

857054-03-6

反应条件：

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; -10 °C; 15 min, -10 °C
1.2 Solvents: Tetrahydrofuran ; rt; 15 min, rt
2.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane , Water ; 5 min, rt
3.1 Solvents: Pyridine ; 2 h, rt
4.1 Reagents: Triethylamine Solvents: Dichloromethane ; 5 min, rt
5.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ; 48 h, reflux

参考文献：

Synthesis of the germination stimulant 3-methyl-2H-furo[2,3-c]pyran-2-one and analogous compounds from carbohydrates

Goddard-Borger, Ethan D.; et al, European Journal of Organic Chemistry, 2007, (23), 3925-3934

合成路线：5 步

173920-18-8

6743-65-3

857054-03-6

反应条件：

1.1 Reagents: Propofol Catalysts: Palladium(2+), bis[μ-(acetato-κO:κO′)]bis(2,9-dimethyl-1,10-phenanthroline-κN1,κ… Solvents: Acetonitrile , Water ; overnight, 60 °C
2.1 Solvents: Acetonitrile ; 72 h, 75 °C
3.1 Solvents: Pyridine ; 30 min, rt
4.1 Catalysts: Titanium tetrachloride Solvents: Dichloromethane ; -30 °C; 30 min, -30 °C
4.2 Reagents: Diisopropylethylamine ; 30 min, -30 °C
4.3 Reagents: Sodium bicarbonate Solvents: Water
5.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,4-Dioxane ; 72 h, 100 °C

参考文献：

From Biomass to the Karrikins via Selective Catalytic Oxidation of Hemicellulose-Derived Butyl Xylosides and Glucosides

Xiao, Ganyuan; et al, European Journal of Organic Chemistry, 2022, 2022(15),