947-65-9 (2-羟基-1-萘甲酸甲酯,Methyl 2-hydroxy-1-naphthoate)

77-78-1

_97%

反应条件：

1.1 Reagents: Sodium bicarbonate Solvents: Acetone ; 1 h, reflux; reflux → rt
1.2 Reagents: Water

参考文献：

N-Phenylpiperidinylbutyl naphthalenecarboxamides as tachykinin receptor antagonists

, World Intellectual Property Organization, , ,

合成路线：1 步

_96%

反应条件：

1.1 Reagents: Potassium bicarbonate Solvents: Dimethylformamide ; 24 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; rt

参考文献：

Size-Induced Inversion of Selectivity in the Acylation of 1,2-Diols

Mayr, Stefanie ; Zipse, Hendrik, Chemistry - A European Journal, 2021, 27(72), 18084-18092

合成路线：1 步

_96%

反应条件：

1.1 Reagents: Potassium bicarbonate Solvents: Dimethylformamide ; 24 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; rt

参考文献：

Size-Driven Inversion of Selectivity in Esterification Reactions: Secondary Beat Primary Alcohols

Mayr, Stefanie ; Marin-Luna, Marta ; Zipse, Hendrik, Journal of Organic Chemistry, 2021, 86(4), 3456-3489

合成路线：1 步

_96%

反应条件：

1.1 Reagents: Potassium bicarbonate Solvents: Dimethylformamide ; > 1 min, rt
1.2 rt → 40 °C

参考文献：

A simple and effective method for chemoselective esterification of phenolic acids

Guo, Wei; Li, Junfei; Fan, Ningjuan; Wu, Weiwei; Zhou, Peiwen; et al, Synthetic Communications, 2005, 35(1), 145-152

合成路线：1 步

105465-25-6

14874-70-5

_94%

反应条件：

1.1 Reagents: Sodium methoxide Solvents: Methanol

参考文献：

The naphth[1,2-d]isoxazolium cation reactions with nucleophilic species

Rahman, Syed A.; Kabli, Reda A.; El-Tahir, Abdullah B., Journal of the Indian Chemical Society, 1987, 64(8), 483-5

合成路线：1 步

_90%

反应条件：

1.1 Reagents: Dicyclohexylcarbodiimide Catalysts: p-Toluenesulfonic acid Solvents: Pyridine ; 24 h, rt

参考文献：

Naphthyl ester synthesis using 1,3-dicyclohexylcarbodiimide

Zengin, Gulay; Huffman, John W., Synthesis, 2004, (12), 1932-1934

合成路线：1 步

_85%

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Methanol ; 4 h, reflux

参考文献：

Synthesis of 3-methoxy-2-(1,3,4-oxadiazolyl,1,3,4-thiadiazolyl and 1,2,4-triazolyl)naphtho[2,1-b]furans of biological interest

Giri, Sanjeevkumar; Basavaraja, K. M., Journal of Chemical and Pharmaceutical Research, 2012, 4(5), 2643-2648

合成路线：1 步

_85%

反应条件：

1.1 Reagents: 1H-Benzotriazole , Thionyl chloride Solvents: Tetrahydrofuran ; 45 min, rt
1.2 Solvents: Tetrahydrofuran
1.3 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; 30 min, rt; 30 min, rt

参考文献：

Direct synthesis of esters and amides from unprotected hydroxyaromatic and -aliphatic carboxylic acids

Katritzky, Alan R.; Singh, Sanjay K.; Cai, Chunming; Bobrov, Sergey, Journal of Organic Chemistry, 2006, 71(9), 3364-3374

合成路线：1 步

77-78-1

_77%

反应条件：

1.1 Reagents: Lithium hydroxide Solvents: Tetrahydrofuran
1.2 Solvents: Tetrahydrofuran

参考文献：

Chemoselective protection of carboxylic acid as methyl ester: a practical alternative to diazomethane protocol

Chakraborti, Asit K.; Nandi), Anindita Basak; Grover, Vikas, Journal of Organic Chemistry, 1999, 64(21), 8014-8017

合成路线：1 步

_68%

反应条件：

1.1 Reagents: Potassium carbonate ; overnight, 60 °C

参考文献：

Development of a Photolabile Carbonyl-Protecting Group Toolbox

Yang, Haishen; Zhang, Xin; Zhou, Lei; Wang, Pengfei, Journal of Organic Chemistry, 2011, 76(7), 2040-2048

合成路线：1 步

_62%

反应条件：

1.1 Reagents: Potassium carbonate Catalysts: Tris(2,2′-bipyridyl)ruthenium(II) chloride Solvents: Methanol ; 24 h, rt
1.2 Reagents: Water ; rt

参考文献：

Visible Light-Promoted Photocatalytic C-5 Carboxylation of 8-Aminoquinoline Amides and Sulfonamides via a Single Electron Transfer Pathway

Sen, Chiranjit; Sahoo, Tapan; Singh, Harshvardhan; Suresh, Eringathodi ; Ghosh, Subhash Chandra, Journal of Organic Chemistry, 2019, 84(16), 9869-9896

合成路线：1 步

77-78-1

_50%

反应条件：

1.1 Reagents: Sodium bicarbonate Solvents: Acetone ; rt; 3 h, reflux
1.2 Reagents: Hydrochloric acid Solvents: Water ; acidified

参考文献：

Asymmetric Alkynylation of β-Ketoesters and Naphthols Promoted by New Chiral Biphenylic Iodanes

Companys, Simon; Peixoto, Philippe A.; Bosset, Cyril; Chassaing, Stefan; Miqueu, Karinne; et al, Chemistry - A European Journal, 2017, 23(54), 13309-13313

合成路线：1 步

_41%

反应条件：

1.1 Reagents: Potassium bicarbonate Solvents: Dimethylformamide ; rt; 21 h, rt
1.2 Reagents: Water ; rt

参考文献：

Design and synthesis of a series of L-trans-4-substituted prolines as selective antagonists for the ionotropic glutamate receptors including functional and X-ray crystallographic studies of new subtype selective kainic acid receptor subtype 1 (Gluk1) antagonist (2S,4R)-4-(2-carboxyphenoxy)pyrrolidine-2-carboxylic acid

Krogsgaard-Larsen, Niels; Delgar, Claudia G.; Koch, Karina; Brown, Patricia M. G. E.; Moeller, Charlotte; et al, Journal of Medicinal Chemistry, 2017, 60(1), 441-457

合成路线：1 步

反应条件：

1.1 Reagents: Dicyclohexylcarbodiimide Catalysts: 4-(Dimethylamino)pyridine Solvents: Tetrahydrofuran ; rt; rt

参考文献：

Iron(III)-BPsalan Complex Catalyzed Highly Enantioselective Dearomative Chlorination of 2-Hydroxy-1-naphthoates

Zhou, Yi-Ming; Ping, Yuan-Ji; Xu, Zhen-Jiang ; Che, Chi-Ming, Asian Journal of Organic Chemistry, 2021, 10(3), 674-678

合成路线：1 步

参考文献：

Design, synthesis and biological evaluation of regioisomers of 666-15 as inhibitors of CREB-mediated gene transcription

Xie, Fuchun; Li, Bingbing X.; Xiao, Xiangshu, Bioorganic & Medicinal Chemistry Letters, 2017, 27(4), 994-998

合成路线：1 步

30414-58-5

反应条件：

1.1 Reagents: Manganese triacetate Solvents: Acetic acid
1.2 Solvents: Benzene

参考文献：

Synthesis of 2-hydroxy-1-naphthoic acid derivatives by oxidative cyclization of esters of 5-aryl-3-oxopentanoic acid by manganese(III) and cerium(IV) salts

Citterio, Attilio; Pesce, Luca; Sebastiano, Roberto; Santi, Roberto, Synthesis, 1990, (2), 142-4

合成路线：1 步

参考文献：

Synthesis and structure-activity relationship of (1-halo-2-naphthyl) carbamate-based inhibitors of KIAA1363 (NCEH1/AADACL1)

Shreder, Kevin R.; Lin, Emme C. K.; Wu, Jiangyue; Cajica, Julia; Amantea, Christopher M.; et al, Bioorganic & Medicinal Chemistry Letters, 2012, 22(17), 5748-5751

合成路线：1 步

参考文献：

Preparation of HIV protease inhibitors

, World Intellectual Property Organization, , ,

合成路线：1 步

参考文献：

Preparation of (hydroxyalkyl)arylamides as HIV protease inhibitors

, World Intellectual Property Organization, , ,

合成路线：1 步