95715-86-9 (i>)-(+)-3-(叔丁氧羰基)-4-甲氧羰基-2,2-二甲基-1,3-恶唑烷,3-tert-butyl 4-methyl (4R)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate)

_95%

反应条件：

1.1 Catalysts: Boron trifluoride etherate Solvents: Acetone ; 2 h, rt

参考文献：

Novel Peptidomimetic Cysteine Protease Inhibitors as Potential Antimalarial Agents

Micale, Nicola; Kozikowski, Alan P.; Ettari, Roberta; Grasso, Silvana; Zappala, Maria; et al, Journal of Medicinal Chemistry, 2006, 49(11), 3064-3067

合成路线：1 步

_93%

反应条件：

1.1 Reagents: Boron trifluoride etherate Solvents: Dichloromethane ; 1 h, 0 - 5 °C; 1.5 h, 0 - 5 °C; 0 °C → rt; 17 h, rt
1.2 Reagents: Sodium carbonate Solvents: Water ; 10 min, rt

参考文献：

Preparation of (R)-4-formyl-2,2-dimethyl-3-oxazoline carboxylic acid tert butyl ester

, China, , ,

合成路线：1 步

2766-43-0

67-64-1

_92%

反应条件：

1.1 Reagents: 2,2-Dimethoxypropane , Boron trifluoride etherate

参考文献：

Docking study, synthesis and SAH-hydrolase inhibitory activity of L-adeninylalanine and related analogues

Floquet, Nicolas; Leroy, Samuel; Muzard, Murielle; Guillerm, Georges; Behr, Jean-Bernard, Letters in Drug Design & Discovery, 2005, 2(8), 579-583

合成路线：1 步

_91%

反应条件：

1.1 Reagents: Diethyl ether , Boron trifluoride Solvents: Acetone ; 2 h, rt

参考文献：

Effects on polo-like kinase 1 polo-box domain binding affinities of peptides incurred by structural variation at the phosphoamino acid position

Qian, Wenjian; Park, Jung-Eun; Liu, Fa; Lee, Kyung S.; Burke, Terrence R., Bioorganic & Medicinal Chemistry, 2013, 21(14), 3996-4003

合成路线：1 步

_88%

反应条件：

1.1 Reagents: Boron trifluoride etherate Solvents: Acetone ; rt; 2 h, rt

参考文献：

Generating stereodiversity: Diastereoselective fluorination and highly diastereoselective epimerization of α-amino acid building blocks

Wei, Wei; Khangarot, Rama Kanwar; Stahl, Lothar ; Veresmortean, Cristina; Pradhan, Padmanava; et al, Organic Letters, 2018, 20(12), 3574-3578

合成路线：1 步

_86%

反应条件：

1.1 Catalysts: p-Toluenesulfonic acid Solvents: Dichloromethane ; 0 °C → rt; overnight, rt

参考文献：

In Search of Small Molecules That Selectively Inhibit MBOAT4

Murzinski, Emily S.; Saha, Ishika ; Ding, Hui; Strugatsky, David ; Hollibaugh, Ryan A. ; et al, Molecules, 2021, 26(24),

合成路线：1 步

_85%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; 12 h, rt
1.2 Reagents: Triethylamine Solvents: Dichloromethane ; 0 °C
1.3 reflux
1.4 Reagents: Boron trifluoride etherate Solvents: Acetone ; 12 h, rt
1.5 Reagents: Triethylamine

参考文献：

Docking model of the nicotinic acetylcholine receptor and nitromethylene neonicotinoid derivatives with a longer chiral substituent and their biological activities

Nagaoka, Hikaru; Nishiwaki, Hisashi; Kubo, Takuya; Akamatsu, Miki; Yamauchi, Satoshi; et al, Bioorganic & Medicinal Chemistry, 2015, 23(4), 759-769

合成路线：1 步

168608-44-4

312-84-5

_85%

参考文献：

Total Synthesis of (+)-Galactostatin. An Illustration of the Utility of the Thiazole-Aldehyde Synthesis

Dondoni, Alessandro; Perrone, Daniela, Journal of Organic Chemistry, 1995, 60(15), 4749-54

合成路线：1 步

_84%

反应条件：

1.1 Catalysts: p-Toluenesulfonic acid Solvents: Acetone ; 16 h, rt

参考文献：

Preparation of heterocyclic compounds as antibacterial compounds

, World Intellectual Property Organization, , ,

合成路线：1 步

_84%

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane ; 30 min, cooled
1.2 Solvents: Dichloromethane ; 30 min, cooled; 16 h, rt
1.3 Catalysts: p-Toluenesulfonic acid Solvents: Dichloromethane ; 20 h, rt
1.4 Reagents: Sodium bicarbonate Solvents: Water ; 30 min, rt

参考文献：

Methods and intermediates for synthesizing SK1-I

, United States, , ,

合成路线：1 步

_84%

反应条件：

1.1 Reagents: p-Toluenesulfonic acid monohydrate Solvents: Dichloromethane ; 48 h, rt

参考文献：

Preparation of isoindoline derivatives and their use in treating neurodegenerative diseases

, World Intellectual Property Organization, , ,

合成路线：1 步

_83%

反应条件：

1.1 Catalysts: p-Toluenesulfonic acid Solvents: Toluene ; 0.5 h, 110 °C

参考文献：

Preparation of macrocyclic broad spectrum antibiotics as bacterial type 1 signal peptidase inhibitors

, World Intellectual Property Organization, , ,

合成路线：1 步

_83%

反应条件：

1.1 Reagents: p-Toluenesulfonic acid Solvents: Dichloromethane ; 48 h, 20 °C
1.2 Reagents: Sodium carbonate ; neutralized

参考文献：

Orthogonally protected glycerols and 2-aminodiols: useful building blocks in heterocyclic chemistry

Ollivier, Anthony; Goubert, Marlene; Tursun, Ahmatjan; Canet, Isabelle; Sinibaldi, Marie-Eve, ARKIVOC (Gainesville, 2010, (9), 108-126

合成路线：1 步

_81%

反应条件：

1.1 Reagents: p-Toluenesulfonic acid Solvents: Dichloromethane ; 20 min, 0 °C; overnight, 25 °C; 27 h, 25 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water

参考文献：

Preparation of oxodiazabicyclooctenyl hydrogen sulfate derivatives for use as beta-lactamase inhibitors

, World Intellectual Property Organization, , ,

合成路线：1 步

_81%

反应条件：

1.1 Reagents: Triethylamine Solvents: Acetonitrile
1.2 Reagents: Boron trifluoride etherate Solvents: Acetone

参考文献：

4,4-Difluorinated analogues of -arginine and N G-hydroxy--arginine as mechanistic probes for nitric oxide synthase

Martin, Nathaniel I.; Woodward, Joshua J.; Winter, Michael B.; Marletta, Michael A., Bioorganic & Medicinal Chemistry Letters, 2009, 19(6), 1758-1762

合成路线：1 步

_80%

反应条件：

1.1 Catalysts: p-Toluenesulfonic acid Solvents: Benzene ; 1 h, reflux

参考文献：

Synthesis of fluorescent lactosylceramide stereoisomers

Liu, Yidong; Bittman, Robert, Chemistry and Physics of Lipids, 2006, 142(1-2), 58-69

合成路线：1 步

67-64-1

_77%

反应条件：

1.1 Catalysts: Boron trifluoride etherate Solvents: Acetone

参考文献：

Design, synthesis and structure-activity relationship studies of a novel focused library of 2,3,4-substituted oxazolidines with antiproliferative activity against cancer cell lines

Andrade, Saulo F.; Oliveira, Barbara G.; Pereira, Larissa C.; Ramos, Jonas P.; Joaquim, Angelica R.; et al, European Journal of Medicinal Chemistry, 2017, 138, 13-25

合成路线：1 步

_77%

反应条件：

1.1 Solvents: Acetone

参考文献：

Synthesis of a novel series of 2,3,4-trisubstituted oxazolidines designed by isosteric replacement or rigidification of the structure and cytotoxic evaluation

Andrade, Saulo F.; Teixeira, Claudia S.; Ramos, Jonas P.; Lopes, Marcela S.; Padua, Rodrigo M.; et al, MedChemComm, 2014, 5(11), 1693-1699

合成路线：1 步

_75%