One-Pot Process for the Preparation of a β-Alkynyl β-Amino Acid Ester

1997 ◽  
Vol 1 (3) ◽  
pp. 233-239 ◽  
Author(s):  
Mark L. Boys ◽  
Kimberly J. Cain-Janicki ◽  
Wendel W. Doubleday ◽  
Payman N. Farid ◽  
Mangalya Kar ◽  
...  
Keyword(s):  
Amino Acid ◽  
Acid Ester ◽  
Amino Acid Ester ◽  
One Pot

Iodine/K2CO3-catalyzed synthesis of multisubstituted pyrrolidine-2-carboxylates via a one-pot reaction between an araldehyde, an amino acid ester, and a chalcone

2019 ◽  
Vol 43 (3-4) ◽  
pp. 90-96
Author(s):  
Yongjian Zhang ◽  
Junyi Su ◽  
Tengfei Lin ◽  
Zhangqi Lin ◽  
Zichun Zhou ◽  
...  
Keyword(s):  
Amino Acid ◽  
Acid Ester ◽  
Amino Acid Ester ◽  
One Pot ◽  
Metal Free ◽  
Simple Operation ◽  
Mild Conditions

A series of more than 20 multisubstituted pyrrolidine-2-carboxylates were synthesized via a one-pot cycloaddition of an araldehyde, an amino acid ester, and a chalcone catalyzed by I2/K2CO3 in tetrahydrofuran at 80 °C. The advantages of this method are readily available starting materials, mild conditions, and simple operation, and it is metal free and yields are good to excellent.

ChemInform Abstract: One-Pot Process for the Preparation of a β-Alkynyl β-Amino Acid Ester.

ChemInform ◽  
2010 ◽  
Vol 28 (44) ◽  
pp. no-no
Author(s):  
M. L. BOYS ◽  
K. J. CAIN-JANICKI ◽  
W. W. DOUBLEDAY ◽  
P. N. FARID ◽  
M. KAR ◽  
...  
Keyword(s):  
Amino Acid ◽  
Acid Ester ◽  
Amino Acid Ester ◽  
One Pot

Water-triggered self-assembly polycondensation for the one-pot synthesis of cyclomatrix polyphosphazene nanoparticles from amino acid ester

2015 ◽  
Vol 51 (39) ◽  
pp. 8373-8376 ◽  
Author(s):  
Zhangjun Huang ◽  
Shuangshuang Chen ◽  
Xuemin Lu ◽  
Qinghua Lu
Keyword(s):  
Amino Acid ◽  
Self Assembly ◽  
Solubility Parameter ◽  
Acid Ester ◽  
Amino Acid Ester ◽  
One Pot ◽  
One Pot Synthesis ◽  
The One

Water-triggered self-assembly polycondensation was proposed for preparation of cyclomatrix polyphosphazene nanoparticles from amino acid ester, and a critical solubility parameter was found to determine whether the nanoparticles were formed.

Antiviral Bioactivity of Chiral β-Amino Acid Ester Derivatives Synthesized through a One-Pot, Solvent-Free Asymmetric Mannich Reaction

Synlett ◽  
2018 ◽  
Vol 29 (14) ◽  
pp. 1921-1925 ◽  
Author(s):  
Song Bai ◽  
Shan Liu ◽  
Yunying Zhu ◽  
Kunhong Zhao ◽  
Qin Wu
Keyword(s):  
Amino Acid ◽  
Acid Ester ◽  
Antiviral Agent ◽  
Amino Acid Ester ◽  
Solvent Free ◽  
Cinchona Alkaloid ◽  
High Yield ◽  
One Pot ◽  
Solvent Free Conditions

A series of both enantiomers of chiral β-amino acid ester derivatives containing a 4-(piperidin-1-yl)pyrimidine moiety was prepared in high yield and excellent enantioselectivity excess (up to >99% enantiomeric excess) using a chiral cinchona alkaloid thiourea catalyst under one-pot solvent-free conditions. Antiviral bioassay experimental results showed that some of the chiral products exhibited higher antiviral activities against tobacco mosaic virus (TMV) in vivo than the commercial antiviral agent ningnanmycin.

Eco-Friendly Synthesis of Peptides Using Fmoc-Amino Acid Chlorides as Coupling Agent Under Biphasic Condition

2020 ◽  
Vol 27 ◽  
Author(s):  
Santosh Y. Khatavi ◽  
K. Kantharaju
Keyword(s):  
Amino Acid ◽  
Acid Chloride ◽  
Acid Ester ◽  
Analytical Techniques ◽  
Peptide Bond ◽  
Amino Acid Ester ◽  
Acid Chlorides ◽  
Peptide Bond Formation ◽  
Green Protocol ◽  
Additional Base

Background: Agro-waste derived solvent media act as a greener process for the peptide bond formation using Nα - Fmoc-amino acid chloride and amino acid ester salt with in situ neutralization and coupling under biphasic condition. The Fmoc-amino acid chlorides are prepared by the reported procedure of freshly distilled SOCl2 with dry CH2Cl2. The protocol found many added advantages such as neutralization of amino acid ester salt and not required additional base for the neutralization, and directly coupling take place with Fmoc-amino acid chloride gave final product dipeptide ester in good to excellent yields. The protocol occurs with complete stereo chemical integrity of the configuration of substrates. Here, we revisited Schotten-Baumann condition, instead of using inorganic base. Objective: To develop green protocol for the synthesis of peptide bond using Fmoc-amino acid chloride with amino acid esters salt. Methods: The final product isolated is analyzed in several spectroscopic and analytical techniques such as FT-IR, 1H-, 13CNMR, Mass spectrometry and RP-HPLC to check stereo integrity and purity of the product. Conclusion: The present method developed greener using natural agro-waste (lemon fruit shell ash) derived solvent medium for the reaction and not required chemical entity.

A novel route for aspartame production by combining enzymatic and chemical reactions for industrial use

2020 ◽  
Vol 85 (2) ◽  
pp. 464-466
Author(s):  
Kenzo Yokozeki ◽  
Isao Abe
Keyword(s):  
Aqueous Solution ◽  
Amino Acid ◽  
Chemical Reactions ◽  
Acid Ester ◽  
Amino Acid Ester ◽  
Acyl Transferase ◽  
Enzymatic Production ◽  
Production Route ◽  
Industrial Use ◽  
Hcl Removal

ABSTRACT Here, we report a novel industrial aspartame production route, involving the enzymatic production of α-l-aspartyl-l-phenylalanine β-methylester from l-aspartic acid dimethylester and l-phenylalanine by α-amino acid ester acyl transferase. The route also involves the chemical transformation of α-l-aspartyl-l-phenylalanine β-methylester to α-l-aspartyl-l-phenylalanine methylester hydrochloride (aspartame hydrochloride) in an aqueous solution with methanol and HCl, followed by HCl removal to form aspartame.

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