Epimerization-free access to C-terminal cysteine peptide acids, carboxamides, secondary amides, and esters via complimentary strategies

We present a convenient method for the diversification of peptides bearing cysteine at the C-terminus that proceeds to form a variety of carboxylic acid, carboxamide, 2° amide, and ester terminated peptides without any detectable epimerization of the α-stereocenter.

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THE APPLICATION OF THE ARNDT–EISTERT REACTION TO THE SYNTHESIS OF FATTY ACIDS OF HIGH MOLECULAR WEIGHT

Canadian Journal of Research ◽

10.1139/cjr50b-067 ◽

1950 ◽

Vol 28b (9) ◽

pp. 556-560 ◽

Cited By ~ 7

Author(s):

F. A. Vandenheuvel ◽

P. Yates

Keyword(s):

Fatty Acids ◽

Molecular Weight ◽

Carboxylic Acid ◽

Stearic Acid ◽

High Molecular Weight ◽

Efficient Method ◽

Convenient Method ◽

Ultraviolet Absorption ◽

Aliphatic Carboxylic Acid ◽

Eicosanoic Acid

The Arndt–Eistert reaction offers a convenient method for the synthesis of the higher members of the aliphatic carboxylic acid series. Nonadecanoic acid, eicosanoic acid, and heneicosanoic acid have been prepared successively from stearic acid in good yields. An efficient method of purification of the synthetic products is described. The ultraviolet absorption maxima for some diazoketones derived from the higher members of the aliphatic carboxylic acid series are recorded.

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ChemInform Abstract: A Simple and Convenient Method for Preparation of Carboxylic Acid Alkyl Esters, Phenolic and Thioesters Using Chlorodiphenylphosphine/I2 and Imidazole Reagent System.

ChemInform ◽

10.1002/chin.201114048 ◽

2011 ◽

Vol 42 (14) ◽

pp. no-no

Author(s):

Najmeh Nowrouzi ◽

Abdol Mohammad Mehranpour ◽

Javad Ameri Rad

Keyword(s):

Carboxylic Acid ◽

Convenient Method ◽

Alkyl Esters

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A CONVENIENT METHOD FOR THE PREPARATION OF CARBOXYLIC ACID FLUORIDES

Chemistry Letters ◽

10.1246/cl.1976.303 ◽

1976 ◽

Vol 5 (4) ◽

pp. 303-306 ◽

Cited By ~ 13

Author(s):

Teruaki Mukaiyama ◽

Toshio Tanaka

Keyword(s):

Carboxylic Acid ◽

Convenient Method ◽

Acid Fluorides

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The Chemistry and Synthesis of 1H-indole-2,3-dione (Isatin) and its Derivatives

International Letters of Chemistry Physics and Astronomy ◽

10.18052/www.scipress.com/ilcpa.12.30 ◽

2013 ◽

Vol 12 ◽

pp. 30-36 ◽

Cited By ~ 6

Author(s):

Ratnamala P. Sonawane ◽

Rahul R. Tripathi

Keyword(s):

Carboxylic Acid ◽

Dimethyl Sulfoxide ◽

Convenient Method ◽

Heterocyclic Compounds ◽

Raw Material ◽

Heterocyclic Derivative ◽

General Process ◽

Pfitzinger Reaction ◽

Drug Synthesis

Isatins are synthetically versatile substrates, where they can be used for the synthesis of a large variety of heterocyclic compounds. In this, a convenient method has been developed for the conversion of Indoles into Isatins and some heterocyclic derivative were synthesised such as 5- nitro-1H-indole-2,3-dione, 2-methylquinoline-4-carboxylic acid which may be used as raw material for drug synthesis. The general process utilizes the effective method for synthesis of Isatin from Indole is bromination and oxidation with an N-bromosuccinimide-dimethyl sulfoxide reagent. The nitration of Isatin at C-5 takes place by using KNO3, conc. H2SO4, 2-methylquinoline-4-caboxylic acid are usually obtained from pfitzinger reaction.

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