ChemInform Abstract: Synthesis of (S)-(+)-2-tert-Butyl-2-methyl-1,3-benzodioxole-4-carboxylic Acid: A New Type Chiral Derivation Reagent for Amines and Alcohols.

ChemInform ◽  
1990 ◽  
Vol 21 (19) ◽  
Author(s):  
Y. NISHIDA ◽  
H. OHRUI ◽  
H. MEGURO
Keyword(s):  
Carboxylic Acid ◽  
Tert Butyl ◽  
New Type

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.

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.

Convenient Synthesis of tert‐Butyl Esters of Indole‐5‐carboxylic Acid and Related Heterocyclic Carboxylic Acids

2006 ◽  
Vol 36 (21) ◽  
pp. 3117-3123 ◽  
Author(s):  
Alexandra Fritsche ◽  
Heidrun Deguara ◽  
Matthias Lehr
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Tert Butyl ◽  
Butyl Esters ◽  
Convenient Synthesis

Synthesis of C-aryl-N-(2-hydroxyphenylmethyl)-nitrones and their reaction with diphenylborinic or carboxylic acid derivatives. Crystal and molecular structures of a free nitrone ligand and its diphenyl–boron chelate

1997 ◽  
Vol 75 (12) ◽  
pp. 1830-1843 ◽  
Author(s):  
Wolfgang Kliegel ◽  
Jörg Metge ◽  
Steven J. Rettig ◽  
James Trotter
Keyword(s):  
Carboxylic Acid ◽  
Electron Distribution ◽  
Direct Methods ◽  
Molecular Structures ◽  
State Structure ◽  
Space Group ◽  
Crystal And Molecular Structures ◽  
New Type ◽  
Boron Chelate ◽  
Diphenylboron Chelate

The syntheses of a number of aromatic aldonitrones of N-(2-hydroxyphenylmethyl)hydroxylamine and their subsequent reactions with diphenylborinic or carboxylic acid derivatives are reported. Crystals of 8-(4-dimethylaminophenylmethylene)-6,6-diphenyl-5,7-dioxa-8-azonia-6-borata-5H-6,7,8,9-tetrahydrobenzocycloheptene, 2b, are triclinic, a = 10.6802(8), b = 11.1809(4), c =10.1520(3) Å, α = 105.847(3)°, β = 92.567(4)°, γ = 84.610(5)°, Z = 2, space group PĪ, and those of C-(4-dimethylaminophenyl)-N-(2-hydroxyphenylmethyl)nitrone, 6e, are monoclinic, a = 12.2319(8), b = 7.071(1), c = 17.2005(9) Å, β = 107.520(4)°, Z = 4, space group P21/a. The structures were solved by direct methods and refined by full-matrix least-squares procedures to R = 0.035 and 0.032 (Rw = 0.036 and 0.032) for 3379 and 1800 reflections with I ≥ 3σ(I), respectively. Compound 2b is representative of a new type of heterocyclic B,N-betaine. The solid state structure of 6e (the precursor to 2b) shows that only small topological changes, but significant changes in the electron distribution, occur upon the formation of the diphenylboron chelate. Keywords: aromatic aldonitrones, organoboron compounds, crystal structures.

A new sterically hindered asymmetric zinc phthalocyanine as an efficient sensitizer for dye-sensitized solar cells

2021 ◽  
Author(s):  
Kevser Harmandar ◽  
Kevin Granados-Tavera ◽  
Merve Keskin ◽  
Mehmet Nebioğlu ◽  
İlkay Şişman ◽  
...  
Keyword(s):  
Solar Cells ◽  
Carboxylic Acid ◽  
Dye Sensitized Solar Cells ◽  
Zinc Phthalocyanine ◽  
Tert Butyl ◽  
Dye Sensitized ◽  
Anchoring Group ◽  
Sterically Hindered ◽  
Sensitized Solar Cells

An asymmetric zinc phthalocyanine dye (KH1) bearing three 2,6-di-tert-butyl-4-methylphenoxy donor groups and carboxylic acid anchoring group was synthesized as a sensitizer for dye-sensitized solar cells (DSSCs). The DSSC based on...

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