Stereochemistry of cyclic dipeptides. Assignment of the prochiral methylenes of 1-aminocyclopropane-1-carboxylic acid

1985 ◽  
Vol 50 (24) ◽  
pp. 4796-4799 ◽  
Author(s):  
Ronald W. Woodard
Keyword(s):  
Carboxylic Acid ◽  
Cyclic Dipeptides

ChemInform Abstract: Cyclic Dipeptides with 1-Aminocyclopropane-1-carboxylic Acid.

ChemInform ◽  
2010 ◽  
Vol 28 (45) ◽  
pp. no-no
Author(s):  
E. KASAFIREK ◽  
J. MOURAL ◽  
J. VINSOVA ◽  
A. STURC ◽  
J. TAIMR
Keyword(s):  
Carboxylic Acid ◽  
Cyclic Dipeptides

Cyclic Dipeptides with 1-Aminocyclopropane-1-carboxylic Acid

1997 ◽  
Vol 62 (6) ◽  
pp. 941-947 ◽  
Author(s):  
Evžen Kasafírek ◽  
Jaroslav Moural ◽  
Jarmila Vinšová ◽  
Antonín Šturc ◽  
Jan Taimr
Keyword(s):  
Carboxylic Acid ◽  
Human Embryo ◽  
Antiproliferative Activity ◽  
Leukemia Cells ◽  
Cyclic Dipeptides ◽  
Embryo Cells ◽  
Normal Human

Cyclic dipeptides of the formula cyclo(-Acc-X-), where Acc = 1-aminocyclopropane-1-carboxylic acid, X = Gly, Ala, Val, Leu, Phe or Tyr, were synthesized. The prepared 2,5-piperazinediones showed no proliferative or antiproliferative activity on normal human embryo cells as well as on HL60 leukemia cells. Results of trace memory assays in mice were negative.

Fibrinolytic Activity of Cerebro-Spinal Fluid and the Development of Artificial Cerebral Haematomas in Dogs

1969 ◽  
Vol 21 (02) ◽  
pp. 294-303 ◽  
Author(s):  
H Mihara ◽  
T Fujii ◽  
S Okamoto
Keyword(s):  
Cerebrospinal Fluid ◽  
Carboxylic Acid ◽  
Fibrinolytic Activity ◽  
Clinical Implications ◽  
Trans Form ◽  
Plate Method ◽  
Blood Samples ◽  
Fibrin Plate ◽  
The Brain

SummaryBlood was injected into the brains of dogs to produce artificial haematomas, and paraffin injected to produce intracerebral paraffin masses. Cerebrospinal fluid (CSF) and peripheral blood samples were withdrawn at regular intervals and their fibrinolytic activities estimated by the fibrin plate method. Trans-form aminomethylcyclohexane-carboxylic acid (t-AMCHA) was administered to some individuals. Genera] relationships were found between changes in CSF fibrinolytic activity, area of tissue damage and survival time. t-AMCHA was clearly beneficial to those animals given a programme of administration. Tissue activator was extracted from the brain tissue after death or sacrifice for haematoma examination. The possible role of tissue activator in relation to haematoma development, and clinical implications of the results, are discussed.

Stereospecific, Palladium-catalyzed C(sp3)–H Alkenylation and Alkynylation of a Proline Derivative Enabled by 8-Aminoquinoline as a Directing Group

2020 ◽  
Author(s):  
Aleksandra Balliu ◽  
Aaltje Roelofje Femmigje Strijker ◽  
Michael Oschmann ◽  
Monireh Pourghasemi Lati ◽  
Oscar Verho
Keyword(s):  
Carboxylic Acid ◽  
Building Blocks ◽  
Wide Range ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
High Yields ◽  
Vinyl Iodides ◽  
Initial Results

<p>In this preprint, we present our initial results concerning a stereospecific Pd-catalyzed protocol for the C3 alkenylation and alkynylation of a proline derivative carrying the well utilized 8‑aminoquinoline directing group. Efficient C–H alkenylation was achieved with a wide range of vinyl iodides bearing different aliphatic, aromatic and heteroaromatic substituents, to furnish the corresponding C3 alkenylated products in good to high yields. In addition, we were able show that this protocol can also be used to install an alkynyl group into the pyrrolidine scaffold, when a TIPS-protected alkynyl bromide was used as the reaction partner. Furthermore, two different methods for the removal of the 8-aminoquinoline auxiliary are reported, which can enable access to both <i>cis</i>- and <i>trans</i>-configured carboxylic acid building blocks from the C–H alkenylation products.</p>

Ketones from Nickel-Catalyzed Decarboxylative, Non-Symmetric Cross-Electrophile Coupling of Carboxylic Acid Esters

2019 ◽  
Author(s):  
Jiang Wang ◽  
Brian P. Cary ◽  
Peyton Beyer ◽  
Samuel H. Gellman ◽  
Daniel Weix
Keyword(s):  
Carboxylic Acid ◽  
Solid Support ◽  
Reaction Conditions ◽  
Decarboxylative Coupling ◽  
New Strategy ◽  
The Cross ◽  
Acyl Donors ◽  
Acid Esters

A new strategy for the synthesis of ketones is presented based upon the decarboxylative coupling of N-hydroxyphthalimide (NHP) esters with S-2-pyridyl thioesters. The reactions are selective for the cross-coupled product because NHP esters act as radical donors and the thioesters act as acyl donors. The reaction conditions are general and mild, with over 40 examples presented, including larger fragments and the 20-mer peptide Exendin(9-39) on solid support.

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