82111-44-2

Basic information

• Product Name: Leucinostatin A
• Synonyms: Leucinostatin A;78149-02-7 (Hydrochloride);Antibiotic 1907-viii;Antibiotic cc 1014;Antibiotic p-168;beta-Alaninamide, cis-4-methyl-1-(4-methyl-1-oxo-2-hexenyl)-L-prolyl-(4S,6S)-6-hydroxy-4-methyl-8-oxo-L-2-aminodecanoyl-threo-3-hydroxy-L-leucyl-2-methylalanyl-L-leucyl-L-leucyl-2-methylalanyl-2-methylalanyl-N-(2-(dimethylamino)-1-methylethyl)-, (1(S-(E)),9(S))-;Nsc 356885
• CAS NO: 82111-44-2
• Molecular Weight: 0
• Mol File: 82111-44-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 1408°C at 760 mmHg
• Flash Point: 805.3°C
• Appearance: /
• Density: 1.116g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.515
• CAS DataBase Reference: Leucinostatin A(CAS DataBase Reference)
• NIST Chemistry Reference: Leucinostatin A(82111-44-2)
• EPA Substance Registry System: Leucinostatin A(82111-44-2)

Safety Data

• Hazardous Substances Data: 82111-44-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C62H111N11O13/c1-21-38(9)23-24-49(77)73-33-40(11)31-47(73)55(82)66-46(30-39(10)29-43(75)32-42(74)22-2)53(80)68-50(51(78)37(7)8)56(83)70-61(15,16)58(85)67-44(27-35(3)4)52(79)65-45(28-36(5)6)54(81)69-62(17,18)59(86)71-60(13,14)57(84)63-26-25-48(76)64-41(12)34-72(19)20/h23-24,35-41,43-47,50-51,75,78H,21-22,25-34H2,1-20H3,(H,63,84)(H,64,76)(H,65,79)(H,66,82)(H,67,85)(H,68,80)(H,69,81)(H,70,83)(H,71,86)/b24-23+

Upstream product

• 93667-74-4 (4S,E)-4-methylhex-2-enoyl-L-4-methylproline methyl ester 
• 138512-73-9 N-Boc-4-methylproline methyl ester 
• 35661-60-0 Fmoc-Leu-OH 
• 1379595-58-0 (2S,3R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-4-methylpentanoic acid 

Relevant articles and documents

Catalytic Asymmetric Total Synthesis and Stereochemical Revision of Leucinostatin A: A Modulator of Tumor–Stroma Interaction

Total synthesis of leucinostatin A, a modulator of tumor-stroma interactions, using asymmetric catalyses, a nitroaldol reaction, thioamide-aldol reaction, Strecker-type reaction, and alcoholysis of 3-methylglutaric anhydride, is described. We demonstrated the applicability of the established catalytic asymmetric processes to the synthesis of molecules with a complex structure. Careful analysis of the NMR data, HPLC profiles, and biological activity revealed that the correct structure of leucinostatin A is the epimeric form of the reported structure; the secondary alcohol within the AHMOD residue has an R configuration.