A New Highly Regioselective Reaction of Unprotected Sugars for Chemical Synthesis of Methyl-6-D-acyl-D-glycopyranosides by Mean of Chlorophosphoric Acid Diethyl Ester[(C2H5O)2P(:O)Cl] as Condensing Reagent

1996 ◽  
Vol 26 (2) ◽  
pp. 269-278 ◽  
Author(s):  
Jie Xia ◽  
Yongzheng Hui
Keyword(s):  
Chemical Synthesis ◽  
Diethyl Ester

Phosphonic Acid Analogs of Carbohydrate Metabolites. IV. Synthesis of DL-Glyceraldehyde-3-phosphonic Acid

1973 ◽  
Vol 51 (1) ◽  
pp. 104-110 ◽  
Author(s):  
Erich Baer ◽  
Ranga Robinson
Keyword(s):  
Phosphoric Acid ◽  
Chemical Synthesis ◽  
Phosphonic Acid ◽  
Methylphosphonic Acid ◽  
Diethyl Ester ◽  
Acid Analog ◽  
Protective Groups ◽  
Carbohydrate Metabolites

A chemical synthesis of DL-glyceraldehyde-3-phosphonic acid, the phosphonic acid analog of DL-glyceraldehyde-3-phosphoric acid, is reported. It was obtained from dimer DL-glyceraldehyde by two procedures differing solely in their protective groups via the following intermediates. Procedure 1: 2,5-diiodomethyl-3,6-dimethoxy-1,4-dioxane → 2,5-bis(methylphosphonic acid diethyl ester)-3,6-dimethoxy-1,4-dioxane → 2,5-bis(methylphosphonic acid)-3,6-dimethoxy-1,4-dioxane → DL-glyceraldehyde-3-phosphonic acid. Procedure 2: 2,5-bis(p-toluenesulfonyloxymethyl)-3,6-dibenzoxy-l,4-dioxane → 2,5-diiodomethyl-3,6-dibenzoxy-l,4-dioxane → 2,5-bis(methylphosphonic acid diethyl ester)-3,6-dibenzoxy-l,4-dioxane → 2,5-bis(methylphosphonicacid)-3,6-dibenzoxy-1,4-dioxane → DL-glyceraldehyde-3-phosphonic acid.

Chemical synthesis of proteinoids: Part 1

1964 ◽  
Author(s):  
Sidney W. Fox ◽  
Kaoru Harada ◽  
Gottfried Krampitz ◽  
Tadao Hayakawa ◽  
Charles Ray Windsor
Keyword(s):  
Chemical Synthesis

Chemical Synthesis of Peptides

2012 ◽  
Vol 2 (2) ◽  
pp. 147-149
Author(s):  
Tanaji Dnyanadev Padalkar ◽  
Keyword(s):  
Chemical Synthesis

Microbe Engineering of Guaia-6,10(14)-diene as a Building Block for the Semisynthetic Production of Plant-Derived (−)-Englerin A

2019 ◽  
Author(s):  
Thomas Siemon ◽  
Zhangqian Wang ◽  
Guangkai Bian ◽  
Tobias Seitz ◽  
Ziling Ye ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Saccharomyces Cerevisiae ◽  
Synthetic Biology ◽  
Chemical Synthesis ◽  
Building Block ◽  
Transient Receptor Potential ◽  
Receptor Potential ◽  
Economical Method ◽  
Englerin A ◽  
Transient Receptor

Herein, we report the semisynthetic production of the potent transient receptor potential canonical (TRPC) channel agonist (−)-englerin A (EA), using guaia-6,10(14)-diene as the starting material. Guaia-6,10(14)-diene was systematically engineered in Escherichia coli and Saccharomyces cerevisiae using the CRISPR/Cas9 system and produced with high titers. This provided us the opportunity to execute a concise chemical synthesis of EA and the two related guaianes (−)-oxyphyllol and (+)-orientalol E. The potentially scalable approach combines the advantages of synthetic biology and chemical synthesis and provides an efficient and economical method for producing EA as well as its analogs.

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