99184-99-3

Basic information

• Product Name: 2-phenyloxazoline-4-carboxylic acid
• Synonyms: 2-phenyloxazoline-4-carboxylic acid
• CAS NO: 99184-99-3
• Molecular Weight: 191.186
• Mol File: 99184-99-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-phenyloxazoline-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyloxazoline-4-carboxylic acid(99184-99-3)
• EPA Substance Registry System: 2-phenyloxazoline-4-carboxylic acid(99184-99-3)

Safety Data

• Hazardous Substances Data: 99184-99-3(Hazardous Substances Data)

Upstream product

• 825-60-5 benzimidic acid ethyl ester 
• 4877-23-0 (S)-2-benzoylamino-3-hydroxypropionic acid 
• 116956-53-7 sodium 2-phenyloxazoline-4-carboxylate 
• 100-47-0 benzonitrile 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 55044-06-9 methyl 2-phenyl-2-oxazoline-4-carboxylate 
• 86808-09-5 N-(p-methylbenzoyl)-D-serine 
• 4582-71-2 benzoyl-DL-serine 
• 1040384-28-8 N-benzoyl-D-serine methyl ester 
• 10144-46-4 N-benzoyl-L-serine methyl ester 
• 77250-61-4 ethyl (S)-2-phenyl-4,5-dihydrooxazole-4-carboxylate 
• 78715-83-0 methyl (S)-2-phenyl-4,5-dihydrooxazole-4-carboxylate 

Downstream Products

• 16707-68-9 2-Phenyl-Δ²-L-oxazolin-carbonsaeure-(4)-amid 
• 1202518-62-4 (4S)-N-methoxy-N-methyl-2-phenyl-4,5-dihydrooxazole-4-carboxamide 
• 1202518-64-6 (4S)-(2-phenyl-4,5-dihydrooxazol-4-yl)(3,4,5-trimethoxyphenyl)methanone 
• 1202518-65-7 (2-phenyloxazol-4-yl)(3,4,5-trimethoxyphenyl)methanone 
• 1613449-98-1 tert-butyl 2-(benzylamino)-2-(hydroxymethyl)butanoate 
• 1613450-04-6 tert-butyl 2-(benzylamino)-2-(hydroxymethyl)pentanoate 
• 1613450-05-7 tert-butyl 2-benzyl-2-(benzylamino)-3-hydroxypropanoate 
• 1613450-06-8 tert-butyl 2-(benzylamino)-2-(4-fluorobenzyl)-3-hydroxypropanoate 
• 1613449-99-2 tert-butyl 3-benzyl-4-ethyl-2-oxo-1,2,3-oxathiazolidine-4-carboxylate 
• 1613450-07-9 tert-butyl 3-benzyl-2-oxo-4-propyl-1,2,3-oxathiazolidine-4-carboxylate 
• 1613450-08-0 tert-butyl 3,4-dibenzyl-2-oxo-1,2,3-oxathiazolidine-4-carboxylate 
• 1613450-09-1 tert-butyl 3-benzyl-4-(4-fluorobenzyl)-2-oxo-1,2,3-oxathiazolidine-4-carboxylate 
• 1613450-00-2 tert-butyl 3-benzyl-4-ethyl-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylate 
• 1613450-10-4 tert-butyl 3-benzyl-2,2-dioxo-4-propyl-1,2,3-oxathiazolidine-4-carboxylate 

Relevant articles and documents

Synthesis of protected α-alkyl lanthionine derivatives

Protected α-alkyl lanthionine derivatives were synthesized in five steps starting from a known phenyloxazoline precursor. This approach involved the synthesis of a family of substituted cyclic sulfamidates and their regioselective opening by nucleophilic attack with a protected cysteine. This efficient multistep strategy affords various α-alkylated lanthionine derivatives in high yields.

Design, synthesis, and SAR studies of 4-substituted methoxylbenzoyl-aryl- thiazoles analogues as potent and orally bioavailable anticancer agents

In a continued effort to improve upon the previously published 4-substituted methoxybenzoyl-aryl-thiazole (SMART) template, we explored chemodiverse "B" rings and "B" to "C" ring linkage. Further, to overcome the poor aqueous solubility of this series of agents, we introduced polar and ionizable hydrophilic groups to obtain water-soluble compounds. For instance, based on in vivo pharmacokinetic (PK) studies, an orally bioavailable phenyl-amino-thiazole (PAT) template was designed and synthesized in which an amino linkage was inserted between "A" and "B" rings of compound 1. The PAT template maintained nanomolar (nM) range potency against cancer cell lines via inhibiting tubulin polymerization and was not susceptible to P-glycoprotein mediated multidrug resistance in vitro, and markedly improved solubility and bioavailability compared with the SMART template (45a-c (PAT) vs 1 (SMART)).

Solid-phase synthesis of α-alkylserines via phase-transfer catalytic alkylation of polymer-supported 2-phenyl-2-oxazoline-4-carboxylate

Described is the development of a new solid-phase synthetic method for α-alkylserines in which phase-transfer catalytic alkylation of polymer-supported 2-phenyl-2-oxazoline-4-carboxylate (12) is the key step. The easy preparation of the polymer-supported