89530-19-8

Basic information

• Product Name: 4-Thiazolecarboxylic acid, 4,5-dihydro-2-phenyl-, ethyl ester, (R)-
• CAS NO: 89530-19-8
• Molecular Formula: C12H13NO2S
• Molecular Weight: 235.307
• Mol File: 89530-19-8.mol

Chemical Properties

• CAS DataBase Reference: 4-Thiazolecarboxylic acid, 4,5-dihydro-2-phenyl-, ethyl ester, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Thiazolecarboxylic acid, 4,5-dihydro-2-phenyl-, ethyl ester, (R)-(89530-19-8)
• EPA Substance Registry System: 4-Thiazolecarboxylic acid, 4,5-dihydro-2-phenyl-, ethyl ester, (R)-(89530-19-8)

Safety Data

• Hazardous Substances Data: 89530-19-8(Hazardous Substances Data)

Upstream product

• 52-89-1 l-cysteine hydrochloride 
• 825-60-5 benzimidic acid ethyl ester 
• 3411-58-3 L-cystein ethyl ester 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 189228-43-1 (2RS,4R)-2-phenylthiazolidine-4-carboxylic acid ethyl ester 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 107-13-1 acrylonitrile 
• 868-59-7 L-cysteine ethyl ester hydrochloride 
• 928150-62-3 N-(α,α-difluorobenzyl)pyrrolidine 
• 100-47-0 benzonitrile 
• 74-96-4 ethyl bromide 
• 19983-15-4 (4R)-2-phenyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid 
• 3389-54-6 n-benzoylpyrrolidine 
• 7471-86-5 methyl benzimidate 

Downstream Products

• 130024-22-5 (R)-2-phenyl-4-hydroxymethyl-4,5-dihydrothiazole 
• 158785-69-4 rac-ethyl 4-methyl-2-phenylthiazoline-4-carboxylate 
• 158850-81-8 (S)-ethyl 4-methyl-2-phenylthiazoline-4-carboxylate 
• 158850-80-7 (R)-ethyl 4-methyl-2-phenylthiazoline-4-carboxylate 
• 62175-38-6 4-methyl-2-phenyl-4,5-dihydro-thiazole-4-carboxylic acid 
• 941714-77-8 (4R)-4-methyl-2-phenyl-4,5-dihydrothiazole-4-carboxylic acid 
• 725728-39-2 (1S)-2,10-N-[4-methyl-2-phenylthiazoline-4-carbonyl]camphorsultam 
• 59937-01-8 2-phenylthiazole-4-carboxylic acid ethyl ester 
• 37128-20-4 4-hydroxy-2-phenyl-4,5-dihydro-thiazole-4-carboxylic acid ethyl ester 

Relevant articles and documents

Cu(i)-Catalyzed oxidative homo-coupling of thiazoline-4-carboxylates: Synthesis of 4,4′-bithiazoline derivatives

Cu(i)-Catalyzed oxidative homo-coupling of thiazoline-4-carboxylates with good functional group tolerance has been developed. The methodology presented an efficient method to directly construct vicinal carbon-hetero quaternary centers existing in numerous functional molecules and could be applied to the synthesis of 4,4′-bithiazoles which are difficult to prepare by direct C-H activation.

A facile, inexpensive and scalable route to thiol-protected α-methyl cysteine

A facile, scalable synthesis of α-methyl cysteine with three alternate thiol protecting groups (trityl, allyl and tert-butyl) is described. The thiol-protected amino acids are obtained in six steps from l-cysteine ethyl ester and are ideally suited for a range of natural product and solid-phase peptide synthesis applications. Georg Thieme Verlag Stuttgart - New York.

A facile synthesis of oxazolines, thiazolines, and imidazolines using α,α-difluoroalkylamines

β-Amino alcohols, β-amino thiols, and β-diamines can be converted to the corresponding oxazoline, thiazoline, and imidazoline derivatives, respectively, by reaction with α,α-difluoroalkylamines under mild conditions. The reaction is applicable for the synthesis of optically active heterocyclic compounds. Georg Thieme Verlag Stuttgart.

Efficient asymmetric synthesis of (S)- and (R)-N-Fmoc-S-trityl-α- methylcysteine using camphorsultam as a chiral auxiliary

(1R)-(+)-2,10- and (1S)-(-)-2,10-camphorsultam were acylated with ethyl 2-phenylthiazoline 4-carboxylate to afford (+)- and (-)-2- phenylthiazolinylcamphorsultam, which were stereoselectively alkylated with MeI in the presence of n-BuLi. Alkylation of the

Benzamide bioisosteres incorporating dihydroheteroazole substructures: EPC synthesis and SAR leading to a selective dopamine D4 receptor partial agonist (FAUC 179)

Conformationally restricted benzamide bioisosteres were investigated when the chiral phenyldihydroimidazole derivative 4e (FAUC 179) showed strong and highly selective dopamine D4 receptor binding (Kihigh = 0.95 nM). Mitogenesis experiments indicated partial agonist properties (42%). EPC syntheses of the target compounds of type 4 were performed starting from α-amino acids.

Cobalt bromide as catalyst in electrochemical addition of aryl halides onto activated olefins

The consumable anode process permits the electrochemical arylation of activated olefins from functionalized aryl halides when cobalt halide is used as catalyst, either associated with bipyridine and pyridine as ligands in DMF as solvent, or with only pyridine in acetonitrile as solvent. (C) 2000 Published by Elsevier Science Ltd.

Novel synthesis of 2-thiazolines

The synthesis of a series of 2-thiazolines was carried out under mild conditions from the corresponding thiazolidines, by a Ru-catalyzed/TBHP oxidation reaction conditions. The reaction was chemoselective towards the amine-imine oxidation and was also regioselective, affording the unsaturation at the 2-position of the heterocycle, even with thiazolidine substrates bearing ester groups at the 4-position. (C) 2000 Elsevier Science Ltd.

Synthetic studies of thiazoline and thiazolidine-containing natural products - 1. Phosphorus pentachloride-mediated thiazoline construction reaction

Phosphorus pentachloride effectively mediates the cyclization of N- acylcysteamine derivatives giving rise to thiazoline rings. Using this method, sterically hindered thiazoline analogs could be constructed and thus segment A (the left half) of micacocidin, a unique antimycoplasma antibiotic, was synthesized efficiently.

Natural Products as Pesticides: Two Examples of Stereoselective Synthesis

The strategy and synthetic efforts leading to efficient stereoselective syntheses of thiangazole, a tris-thiazolinyl-oxazole metabolite isolated from Polyangium spp., and hydantocidin, a spironucleoside metabolite isolated from Streptomyces hygroscopicus, are discussed.