135383-02-7

Basic information

• Product Name: stipiamide
• Synonyms: stipiamide;N-(2-Hydroxy-1-methylethyl)-2,10,12,14,16-pentamethyl-18-phenyl-2,4,6,8,10,14-octadecahexaenamide
• CAS NO: 135383-02-7
• Molecular Formula: C₃₂H₄₅NO₃
• Molecular Weight: 491.7
• Mol File: 135383-02-7.mol

Chemical Properties

• Boiling Point: 703°Cat760mmHg
• Flash Point: 379°C
• Appearance: /
• Density: 1.02g/cm³
• Vapor Pressure: 9.62E-21mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: stipiamide(CAS DataBase Reference)
• NIST Chemistry Reference: stipiamide(135383-02-7)
• EPA Substance Registry System: stipiamide(135383-02-7)

Safety Data

• Hazardous Substances Data: 135383-02-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C32H45NO3/c1-24(15-11-8-7-9-12-16-26(3)32(36)33-29(6)23-34)21-27(4)31(35)28(5)22-25(2)19-20-30-17-13-10-14-18-30/h7-18,21-22,25,27,29,31,34-35H,19-20,23H2,1-6H3,(H,33,36)/b8-7-,12-9+,15-11+,24-21+,26-16+,28-22+/t25-,27+,29-,31+/m0/s1

Upstream product

• 186895-59-0 ethyl (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienoate 
• 186895-61-4 (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-10-phenyl-2,4,6,8-tetramethyl-2,6-decadienal 
• 186895-60-3 (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienol 
• 186895-58-9 (2S,3R,4E,6S)-3-(tert-butyldimethylsilyloxy)-2,4,6-trimethyl-8-phenyl-4-octanal 
• 186895-52-3 ethyl (2E,4S)-2,4-dimethyl-6-phenyl-2-hexenoate 
• 186895-55-6 (3R,4R,5E,7S)-3,5,7-trimethyl-9-phenyl-1,5-nonadien-4-ol 
• 186895-54-5 (2E,4S)-2,4-dimethyl-6-phenyl-2-hexen-1-al 
• 186895-53-4 (2E,4S)-2,4-dimethyl-6-phenyl-2-hexen-ol 
• 186895-57-8 (2RS,3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-1,2-dihydroxy-3,5,7-trimethyl-9-phenyl-5-nonene 
• 186895-56-7 (3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene 
• 186895-62-5 (1E,3E,5R,6R,7E,9S)-1-iodo-3,5,7,9-tetramethyl-6-(t-butyldimethylsilyloxy)-11-phenyl-1,3,7-undecatriene 

Relevant articles and documents

Total synthesis of phenalamide A2

(formula presented) Phenalamide A2 (1b) has been synthesized for the first time. The synthesis features the homologation of aldehyde 5 to trienal 3 with the new conjunctive reagent 6 and the formation of amide 14 with the functionalized Horner-

Total synthesis of stipiamide and designed polyenes as new agents for the reversal of multidrug resistance

The synthesis of (-)-stipiamide (1) is reported together with the designed enynes 2 (6,7-dehydrostipiamide) and 3 that are now shown to reverse the multidrug resistance (MDR) of human breast cancer cells (MCF-7adrR). Stipiamide was assembled using a Still