73341-71-6

Basic information

• Product Name: Oudemansin
• Synonyms: Oudemansin;(3S,4S,5E)-4-Methoxy-2-[(E)-methoxymethylene]-3-methyl-6-phenyl-5-hexenoic acid methyl ester;Oudemansin A
• CAS NO: 73341-71-6
• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.35418
• Mol File: 73341-71-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 410.5°C at 760 mmHg
• Flash Point: 179.2°C
• Appearance: /
• Density: 1.064g/cm³
• Vapor Pressure: 5.97E-07mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: Oudemansin(CAS DataBase Reference)
• NIST Chemistry Reference: Oudemansin(73341-71-6)
• EPA Substance Registry System: Oudemansin(73341-71-6)

Safety Data

• Hazardous Substances Data: 73341-71-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H22O4/c1-13(15(12-19-2)17(18)21-4)16(20-3)11-10-14-8-6-5-7-9-14/h5-13,16H,1-4H3/b11-10+,15-12+/t13-,16-/m0/s1

Upstream product

• 107-31-3 Methyl formate 
• 88088-56-6 (E)-(3R,4S)-4-Methoxy-3-methyl-6-phenyl-hex-5-enoic acid 
• 77-78-1 dimethyl sulfate 
• 88155-83-3 methyl (E)-(3R^*,4S^*)-4-methoxy-3-methyl-6-phenylhexa-5-enoate 
• 106315-57-5 (3R,4S)-1-(Diphenyl-phosphinoyl)-3-methoxy-4-methyl-1-phenyl-hex-5-en-2-one 
• 86838-34-8 ethyl 2-methyl-3-oxo-5-phenylpent-4-enoate 
• 90695-52-6 (3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester 
• 90695-53-7 (2S,3S,4E)-(-)-3-Hydroxy-2-methyl-5-phenyl-4-pentensaeure-methylester 
• 90695-51-5 (2R,3S,4E)-(-)-2-Methyl-5-phenyl-4-penten-1,3-diol 
• 90664-11-2 (2R,3S,4E)-(+)-3-Methoxy-2-methyl-5-phenyl-4-penten-1-ol 
• 90664-13-4 (3R,4R,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexennitril 
• 70633-78-2 (3R,4E)-(-)-3-Hydroxy-5-phenyl-4-pentensaeure-methylester 
• 90664-09-8 (1E,3S,4R)-(-)-4-Methyl-5--1-phenyl-1-penten-3-ol 
• 90664-10-1 (1E,3S,4R)-(-)-3-Methoxy-4-methyl-5--1-phenyl-1-penten 

Relevant articles and documents

Catalytic asymmetric syntheses of (?)-oudemanisin A and its diastereomer

The first asymmetric catalytic synthesis of (?)-oudemanisin A 1a and its diastereomer 1b has been achieved. The key steps of our strategy involved the asymmetric alkynylation of an unsaturated aliphatic aldehyde catalyzed by Trost's ProPhenol ligand, chemoselective oxidation of the olefinic diol, base-induced ring opening of the lactone, and acylation–alkylation of the ester.

SYNTHESIS OF OUDEMANSINS A AND B

Efficient, stereocontrolled syntheses of the antifungal metabolites oudemansin A and B are described.

THE ABSOLUTE CONFIGURATION OF OUDEMANSIN. TOTAL SYNTHESIS OF (-)-OUDEMANSIN.

(-)-Oudemansin (1) was synthesized from the optically active intermediate 10 obtained by microbiological asymmetric reduction of β-keto ester 3.Oudemansin was found to have the 9S, 10S absolute configuration.