35455-33-5

Basic information

• Product Name: 3β-[[8-[[(S)-4-[(Aminoiminomethyl)amino]-1-carboxybutyl]amino]-1,8-dioxooctyl]oxy]-14-hydroxy-5β-bufa-20,22-dienolide
• Synonyms: 3β-[[8-[[(S)-4-[(Aminoiminomethyl)amino]-1-carboxybutyl]amino]-1,8-dioxooctyl]oxy]-14-hydroxy-5β-bufa-20,22-dienolide;Bufalin 3-suberylarginate;Bufalitoxin
• CAS NO: 35455-33-5
• Molecular Formula: C₃₈H₅₈N₄O₈
• Molecular Weight: 698.88912
• Mol File: 35455-33-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.35g/cm³
• Refractive Index: 1.634
• CAS DataBase Reference: 3β-[[8-[[(S)-4-[(Aminoiminomethyl)amino]-1-carboxybutyl]amino]-1,8-dioxooctyl]oxy]-14-hydroxy-5β-bufa-20,22-dienolide(CAS DataBase Reference)
• NIST Chemistry Reference: 3β-[[8-[[(S)-4-[(Aminoiminomethyl)amino]-1-carboxybutyl]amino]-1,8-dioxooctyl]oxy]-14-hydroxy-5β-bufa-20,22-dienolide(35455-33-5)
• EPA Substance Registry System: 3β-[[8-[[(S)-4-[(Aminoiminomethyl)amino]-1-carboxybutyl]amino]-1,8-dioxooctyl]oxy]-14-hydroxy-5β-bufa-20,22-dienolide(35455-33-5)

Safety Data

• Hazardous Substances Data: 35455-33-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C38H58N4O8/c1-36-18-15-26(50-33(45)10-6-4-3-5-9-31(43)42-30(34(46)47)8-7-21-41-35(39)40)22-25(36)12-13-29-28(36)16-19-37(2)27(17-20-38(29,37)48)24-11-14-32(44)49-23-24/h11,14,23,25-30,48H,3-10,12-13,15-22H2,1-2H3,(H,42,43)(H,46,47)(H4,39,40,41)/t25-,26+,27-,28+,29-,30+,36+,37-,38+/m1/s1

Upstream product

• 465-21-4 5-((3S,5R,8R,9S,10S,13R,14S)-3,14-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2H-pyran-2-one 

Relevant articles and documents

Synthesis of Bufalitoxin and Bufotoxin

Completion of a formal total synthetic route to the toad venom constituents bufotalin (8), cinobufagin (2a), bufalitoxin (3f), and bufotoxin (1a) has been accomplished.Bufalin (3a) was employed as relay and converted to 14-dehydrobufalin 3-acetate (4).Selective oxidation of olefin 4 with a chromium trioxide-pyridine reagent afforded 16-ketone 5, which we had previously transformed to bufotalin (8) and thence to cinobufagin (2a).Condensation of bufalin (3a) with suberic anhydride followed by a mixed carbonic anhydride reaction sequence using arginine monohydrochloride yielded bufalitoxin (3f), and an analogous route from bufotalin (8) led to bufotoxin (1a).