Reactivity of tert-butyl ester (3', 5'-di-tert-butyl-4'-hydroxyphenyl)-Propionic Acid in the Reactions of Oxidation

2013 ◽  
pp. 50-59 ◽  
Keyword(s):  
Propionic Acid ◽  
Butyl Ester ◽  
Tert Butyl

Synthesis of Optically Active Hydroxyalkyl Cycloheptatrienes: A Key Step in the Total Synthesis of 6,11-Methylene-LXB4

Synlett ◽  
2020 ◽  
Vol 32 (01) ◽  
pp. 45-50
Author(s):  
Udo Nubbemeyer ◽  
Analuisa Nava ◽  
Lukas Trippe ◽  
Andrea Frank ◽  
Lars Andernach ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Total Synthesis ◽  
Structure Elucidation ◽  
Butyl Ester ◽  
Optically Active ◽  
Chiral Hplc ◽  
Reaction Conditions ◽  
Acid Product ◽  
Tert Butyl ◽  
Nabh4 Reduction

AbstractStarting from methyl cycloheptatrienyl-1-carboxylate, 6-acylation was successfully achieved employing glutaryl chloride in the presence of AlCl3 under controlled reaction conditions to furnish keto carboxylic acid product. After protection of this keto carboxylic acid as tert-butyl ester, reagent-controlled enantioselective reductions delivered configuration-defined methyl-6-hydroxylalkyl cycloheptatriene-1-carboxylates with up to 80% ee. Whereas simple NaBH4 reduction of the keto carboxylic acid and subsequent lactonization afforded a methyl-6-tetrahydropyranonyl cycloheptatriene-1-carboxylate. Resolution using chiral HPLC delivered the product enantiomers with up to >99% ee Finally, ECD analyses enabled structure elucidation. The products are used as key intermediates in enantioselective 6,11-methylene-lipoxin B4 syntheses.

Facile synthesis of tert-butyl ester of N-protected amino acids with tert-butyl bromide

1993 ◽  
Vol 34 (46) ◽  
pp. 7409-7412 ◽  
Author(s):  
Pierre Chevallet ◽  
Patrick Garrouste ◽  
Barbara Malawska ◽  
Jean Martinez
Keyword(s):  
Amino Acids ◽  
Butyl Ester ◽  
Facile Synthesis ◽  
Butyl Bromide ◽  
Tert Butyl

scholarly journals Crystal structure of 2-(4-allyl-4-methyl-2-oxo-1,4-dihydro-2H-benzo[d]- [1,3]oxazin-6-yl)-5-cyano-pyrrole-1-carboxylic acid tert-butyl ester, C22H23N3O4

2014 ◽  
Vol 229 (2) ◽  
pp. 127-128 ◽  
Author(s):  
Chuanhong Zhang ◽  
Jianguo Lin ◽  
Gaochao Lv ◽  
Yang Cao ◽  
Shineng Luo
Keyword(s):  
Crystal Structure ◽  
Carboxylic Acid ◽  
Butyl Ester ◽  
Tert Butyl

Abstract C22H23N3O4, triclinic, P1¯ (no. 2), a = 6.992(3) Å, b = 8.159(4) Å, c = 18.778(8) Å, α = 92.118(7)°, β = 93.463(7)°, γ = 101.623(7)°, V = 1045.9 Å3, Z = 2, Rgt(F) = 0.0576, wRref(F2) = 0.1778, T = 296 K.

ChemInform Abstract: tert-Butyl Ester or Benzylamide of the Dipeptide Pro-Gly as Organocatalysts for the Asymmetric Aldol Reaction.

ChemInform ◽  
2015 ◽  
Vol 46 (24) ◽  
pp. no-no
Author(s):  
Ierasia Triandafillidi ◽  
Aikaterini Bisticha ◽  
Errika Voutyritsa ◽  
Gerasimia Galiatsatou ◽  
Christoforos G. Kokotos
Keyword(s):  
Aldol Reaction ◽  
Butyl Ester ◽  
Asymmetric Aldol ◽  
Tert Butyl ◽  
Asymmetric Aldol Reaction

scholarly journals Paradoxical Anti-Epileptic Effects of a GluR5 Agonist of Kainate Receptors

2002 ◽  
Vol 88 (1) ◽  
pp. 523-527 ◽  
Author(s):  
Ilgam Khalilov ◽  
June Hirsch ◽  
Rosa Cossart ◽  
Yehezkel Ben-Ari
Keyword(s):  
Propionic Acid ◽  
Therapeutic Approach ◽  
Hippocampal Neurons ◽  
Selective Excitation ◽  
Kainate Receptors ◽  
Kainate Receptor ◽  
Tert Butyl ◽  
Principal Cells ◽  
Selective Agonist

Kainate generates in adult hippocampal neurons a seizure but also a massive excitation of interneurons and a dramatic increase of the inhibitory drive that impinges on principal cells. This “overinhibition” is largely mediated by GluR5-containing kainate receptors that are enriched on interneurons. Here, using the neonatal intact hippocampus in vitro and the triple chamber, we first show that this mechanism is fully operative in neonatal neurons. We then report that application to one hippocampus of ( RS)-2-amino-3-(5-tert-butyl-3-hydroxy-4-isoxazolyl)propionic acid—a relatively selective agonist of GluR5 containing kainate receptors—depresses the propagation of seizure generated in the opposite hippocampus by a convulsive agent. We conclude that the selective excitation of interneurons by GluR5-containing kainate receptor agonists opens a new therapeutic approach for the epilepsies.

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