136266-37-0

Basic information

• Product Name: cinatrin C3
• Synonyms: cinatrin C3;Cinatrin C
• CAS NO: 136266-37-0
• Molecular Formula: C18H30O8
• Molecular Weight: 374.427
• Mol File: 136266-37-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 572.7°Cat760mmHg
• Flash Point: 199.3°C
• Appearance: /
• Density: 1.226g/cm³
• Vapor Pressure: 1.68E-15mmHg at 25°C
• Refractive Index: 1.51
• CAS DataBase Reference: cinatrin C3(CAS DataBase Reference)
• NIST Chemistry Reference: cinatrin C3(136266-37-0)
• EPA Substance Registry System: cinatrin C3(136266-37-0)

Safety Data

• Hazardous Substances Data: 136266-37-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H30O8/c1-2-3-4-5-6-7-8-9-10-11-12-18(23)13(16(21)26-24)14(15(19)20)25-17(18)22/h13-14,23-24H,2-12H2,1H3,(H,19,20)/t13-,14+,18-/m0/s1

Upstream product

• 136266-39-2 cinatrin C₁ dimethyl ester 
• 404935-56-4 (2R,3S,4S,5S)-3,4-Bis-benzyloxy-2-((E)-dodec-2-enyl)-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester 
• 641610-04-0 methyl methyl-4-C-dodecanyl-D-erythro-3-pentulofuranosiduronate 
• 641610-05-1 methyl methyl-4-C-dodecanyl-β-L-xylofuranosiduronate 
• 641610-07-3 methyl methyl-3-C-vinyl-4-C-dodecanyl-β-L-xylofuranosiduronate 
• 641610-06-2 methyl methyl-2-O-(triethylsilyl)-4-C-dodecanyl-β-L-xylofuranosiduronate 
• 31161-71-4 benzyl Myristate 
• 193957-71-0 benzyl-2-oxo-tetradecanoate 
• 193957-70-9 benzyl-2-hydroxytetradecanoate 
• 1194525-28-4 methyl rac-(E,R)-2-(phenylselenyl)-3,4-bis(methoxycarbonyl)-3-hexadecenoate 
• 1194525-26-2 methyl rac-(2Z,4R)-4-hydroxy-3,4-bis(methoxycarbonyl)-2-hexadecenoate 
• 1194525-25-1 methyl rac-(R)-3-hydroxy-3-(methoxycarbonyl)-2-oxopentadecanoate 
• 1194525-23-9 methyl 2-(tert-butyldimethylsilyloxy)-3-(methoxycarbonyl)-2-pentadecenoate 
• 1194525-27-3 methyl rac-(R)-3-(phenylselenyl)-3-(methoxycarbonyl)-2-oxopentadecanoate 

Relevant articles and documents

METHOD FOR OBTAINING CINATRINS C3 AND C1

The present invention relates to a process for obtaining cinatrins C1 and C3 and derivatives thereof which comprises the hydroxylation of a compound of formula (III). The invention also relates to the intermediates of said synthesis

Aldol reactions of ketal-protected tartrate ester enolates. Asymmetric syntheses and absolute stereochemical assignments of phospholipase A2 inhibitors cinatrin C1 and C3

An efficient approach to the syntheses of cinatrins C1 and C3 has been developed and used to establish the absolute configurations of these natural products. The construction of each molecule has been achieved in a five-step reaction sequence (overall yield 43% for cinatrin C1, 33% for cinatrin C3) from the di-tert-butyl ester of (R,R)-tartaric acid. The two contiguous, quaternary chiral centers in the cinatrin skeleton are constructed via a diastereoselective, titanium-mediated aldol coupling of a tartrate-derived silylketene acetal and an achiral α-ketoester. This bond construction proceeds with excellent diastereoselectivity for a variety of aldehyde and α-ketoester substrates.