Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile

10.3791/58803 ◽  
2018 ◽  
Author(s):  
Andrew B. Lutjen ◽  
Mackenzie A. Quirk ◽  
Erin M. Kolonko
Keyword(s):  
Steglich Esterification

scholarly journals The Steglich Esterification

Synfacts ◽  
2019 ◽  
Vol 15 (10) ◽  
pp. 1185
Keyword(s):  
Steglich Esterification

Total synthesis of haliclamide

2016 ◽  
Vol 14 (39) ◽  
pp. 9287-9293 ◽  
Author(s):  
Suraksha Gahalawat ◽  
Satyendra Kumar Pandey
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Steglich Esterification ◽  
Key Steps

A stereoselective synthesis of haliclamide has been developed. The synthesis includes MacMillan cross aldol, Mitsunobu inversion, Yamaguchi–Hirao alkylation, Steglich esterification and macrolactamization reactions and the Corey–Fuchs protocol as the key steps.

scholarly journals Chemical grafting of cholesterol on monomer and PDMMLA polymers, a step towards the development of new polymers for biomedical applications

RSC Advances ◽  
2020 ◽  
Vol 10 (54) ◽  
pp. 32602-32608
Author(s):  
Elnaz Gholizadeh ◽  
Rima Belibel ◽  
Thomas Bachelart ◽  
Chérifa Bounadji ◽  
Christel Barbaud
Keyword(s):  
Biomedical Applications ◽  
Hydroxyl Groups ◽  
Steglich Esterification ◽  
Chemical Grafting

PDMMLAs are synthetic biopolyesters synthesized from tri-substituted β-lactones with available hydroxyl groups. We grafted cholesterol on both monomer and polymers following the Steglich esterification protocol.

scholarly journals RESOLUTION OF A RACEMIC ISOLEUCINE MIXTURE BY USING METHYL L-MANDELATE

2016 ◽  
Vol 4 (3) ◽  
pp. 156
Author(s):  
Rani Maharani ◽  
Ace Tatang Hidayat ◽  
Dadan Sumiarsa ◽  
Achmad Zainuddin ◽  
Ika Wiani Hidayat
Keyword(s):  
Methyl Ester ◽  
Column Chromatography ◽  
Mandelic Acid ◽  
Steglich Esterification ◽  
Flash Column Chromatography

A methyl ester of L-mandelic acid was found to be an effective resolving agent for resolution of commercial DL-isoleucine. The resolution was based on Steglich esterification between methyl L-mandelate and Boc-DL-isoleucine. The two resolved isomers were easily separated by using a conventional flash-column chromatography, giving quantitatively good yields. Unfortunately, the methyl L-mandelate was found to be ineffective to resolve four stereoisomers of Fmoc- isoleucine.

scholarly journals A Solvent-Reagent Selection Guide for Steglich-type Esterification of Carboxylic Acids

2021 ◽  
Author(s):  
Andrew Jordan ◽  
Helen F. Sneddon ◽  
Kyran David Whymark ◽  
Jack Sydenham
Keyword(s):  
Carboxylic Acids ◽  
Mild Conditions ◽  
Steglich Esterification

The Steglich esterification is a widely employed method for the formation of esters under mild conditions. A number of issues regarding the sustainability of this transformation have been identified, chiefly...

First total synthesis of marine derived anti-inflammatory natural product (-)-Herdmanine-D enabled by Steglich esterification

Synlett ◽  
2021 ◽  
Author(s):  
Pankaj Sharma ◽  
Nutan Sharma ◽  
Gunjan Kashyap ◽  
Sunita Bhagat
Keyword(s):  
Carboxylic Acid ◽  
Drug Development ◽  
Total Synthesis ◽  
Natural Product ◽  
Optical Activity ◽  
Marine Natural Product ◽  
Current Strategy ◽  
Synthetic Strategy ◽  
Steglich Esterification ◽  
Anti Inflammatory

An efficient and regioselective route for the first total synthesis of anti-inflammatory marine natural product (-)-Herdmanine-D has been described with an excellent overall yield of 18%. The key feature of the synthetic strategy includes Steglich esterification of regioselectively constructed 6-bromo-5-methoxy-1H-indole-3-carboxylic acid and L-Tyrosine. L-isomer was confirmed through measurement of optical activity. The current strategy paves the way for construction of diverse analogues of the title natural product for drug development.

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