111337-86-1

Basic information

• Product Name: sperabillin A
• Synonyms: sperabillin A
• CAS NO: 111337-86-1
• Molecular Formula: C15H27N5O3
• Molecular Weight: 325.40658
• Mol File: 111337-86-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.22g/cm³
• Refractive Index: 1.562
• CAS DataBase Reference: sperabillin A(CAS DataBase Reference)
• NIST Chemistry Reference: sperabillin A(111337-86-1)
• EPA Substance Registry System: sperabillin A(111337-86-1)

Safety Data

• Hazardous Substances Data: 111337-86-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H27N5O3/c1-2-3-4-5-14(22)20-10-12(21)8-11(16)9-15(23)19-7-6-13(17)18/h2-5,11-12,21H,6-10,16H2,1H3,(H3,17,18)(H,19,23)(H,20,22)/b3-2-,5-4+/t11-,12-/m1/s1

Upstream product

• 2614-88-2 sorbinyl chloride 
• 181772-66-7 3''-pentyl (R,E)-4-[2,2-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]but-2-enoate 
• 181772-74-7 3''-pentyl (R,R,R)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate 
• 1262515-97-8 (R,R,E,E)-3-(n-benzyloxycarbonylamino)-4-[N(3')-(2'',4''-hexadienoyl)-2',2'-dimethyl-1',3'-oxazolidin-5'-yl]butanoic acid 
• 1262515-96-7 methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-4-[2',2'-dimethyl-N(3')-(2,4-hexadienoyl)-1',3'-oxazolidin-5'-yl]butanoate 
• 141734-42-1 methyl (R,R,E,E)-3-(N-benzyloxycarbonylamino)-5-hydroxy-6-[N-(2',4'-hexadienoyl)amino]hexanoate 
• 1262515-95-6 C₁₅H₂₂N₂O₅*ClH 
• 1262515-94-5 3'-pentyl (R,R)-3-(N-benzyloxycarbonylamino)-4-[N(3')-tert-butoxycarbonyl-2',2'-dimethyl-1',3-oxazolidin-5'-yl]butanoate 
• 1262515-93-4 3'-pentyl (R,R)-3-amino-4-[2',2-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate 

Relevant articles and documents

Asymmetric syntheses of (+)-negamycin, (+)-3-epi-negamycin and sperabillin C via lithium amide conjugate addition

The chemo- and enantioselective reduction of ethyl 4-chloroacetoacetate and the diastereoselective conjugate addition of enantiopure lithium N-benzyl-N-(α-methylbenzyl)amide to an α,β-unsaturated ester have been used as the key steps in the total asymmetric syntheses of (+)-negamycin (in 13 steps and 24% overall yield), (+)-3-epi-negamycin (in 13 steps and 10% overall yield) and sperabillin C (in 17 steps and 13% overall yield) from commercially available starting materials.