147384-55-2

Basic information

• Product Name: (2E,4E,6E,8E)-10-hydroxy-12-{[(3R,4aS,8R,10S,10aS,10bR)-3-hydroxy-4a,8,10b-trimethyl-1-oxo-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromen-10-yl]oxy}-5,9,11-trimethyl-12-oxododeca-2,4,6,8-tetraenoic acid
• CAS NO: 147384-55-2
• Molecular Formula: C₃₁H₄₀O₈
• Molecular Weight: 540.6445
• Mol File: 147384-55-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 750.8°C at 760 mmHg
• Flash Point: 240.5°C
• Density: 1.23g/cm³
• Vapor Pressure: 5.1E-26mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: (2E,4E,6E,8E)-10-hydroxy-12-{[(3R,4aS,8R,10S,10aS,10bR)-3-hydroxy-4a,8,10b-trimethyl-1-oxo-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromen-10-yl]oxy}-5,9,11-trimethyl-12-oxododeca-2,4,6,8-tetraenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2E,4E,6E,8E)-10-hydroxy-12-{[(3R,4aS,8R,10S,10aS,10bR)-3-hydroxy-4a,8,10b-trimethyl-1-oxo-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromen-10-yl]oxy}-5,9,11-trimethyl-12-oxododeca-2,4,6,8-tetraenoic acid(147384-55-2)
• EPA Substance Registry System: (2E,4E,6E,8E)-10-hydroxy-12-{[(3R,4aS,8R,10S,10aS,10bR)-3-hydroxy-4a,8,10b-trimethyl-1-oxo-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromen-10-yl]oxy}-5,9,11-trimethyl-12-oxododeca-2,4,6,8-tetraenoic acid(147384-55-2)

Safety Data

• Hazardous Substances Data: 147384-55-2(Hazardous Substances Data)

Upstream product

• 187038-26-2 (2E,4E,6E,8E)-(10R,11S)-10-(tert-Butyl-dimethyl-silanyloxy)-5,9,11-trimethyl-dodeca-2,4,6,8-tetraenedioic acid 1-methyl ester 12-(2-trimethylsilanyl-ethyl) ester 
• 187038-03-5 (E)-(4R,6S)-4-Benzyloxy-7,7-bis-ethylsulfanyl-2,6-dimethyl-hept-2-enoic acid ethyl ester 
• 187038-04-6 (E)-(4R,6S)-4-Benzyloxy-2,6-dimethyl-7-oxo-hept-2-enoic acid ethyl ester 
• 187038-24-0 (E)-(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-6-oxo-hex-4-enoic acid 2-trimethylsilanyl-ethyl ester 
• 187038-23-9 (E)-(2S,3R)-6-Bromo-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-hex-4-enoic acid 2-trimethylsilanyl-ethyl ester 
• 187038-15-9 (1S,3R,4aR,8S,10S,10aS,10bS)-3-Methoxy-4a,8,10b-trimethyl-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromene-1,10-diol 
• 187038-13-7 (3R,4aR,8S,10R,10aS,10bS)-3-Methoxy-4a,8,10b-trimethyl-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromene-1,10-diol 
• 187038-22-8 (E)-(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-hex-4-enoic acid 2-trimethylsilanyl-ethyl ester 
• 187038-02-4 (2R,4S)-2-Benzyloxy-5,5-bis-ethylsulfanyl-4-methyl-pentanal 

Downstream Products

• 184299-64-7 (2E,4E,6E,8E)-(10R,11S)-10-Hydroxy-5,9,11-trimethyl-dodeca-2,4,6,8-tetraenedioic acid 12-((3R,4aR,8S,10S,10aS,10bR)-3-hydroxy-4a,8,10b-trimethyl-1-oxo-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromen-10-yl) ester 1-methyl ester 

Relevant articles and documents

The first total synthesis of calbistrin A, a microbial product possessing multiple bioactivities

The octahydronaphthopyranone moiety is synthesized from methyl α-D-mannopyranoside through the intramolecular Diels-Alder reaction, and the tetraenedicarboxylic acid moiety is from the enzymatically prepared anti-compound. Both moieties were coupled to accomplish the total synthesis of calbistrin A and to disclose its absolute structure.