21238-30-2

Basic information

• Product Name: 9-Deoxy-9-oxoleucomycin V 3-acetate 4''-O-(3-methylbutanoate)
• Synonyms: 9-Deoxy-9-oxoleucomycin V 3-acetate 4''-(3-methylbutanoate);9-Deoxy-9-oxoleucomycin V 3-acetate 4''-O-(3-methylbutanoate);Carbomycin B;Magnamycin B
• CAS NO: 21238-30-2
• Molecular Formula: C₄₂H₆₇NO₁₅
• Molecular Weight: 508.604
• Mol File: 21238-30-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 141-144° (dec)
• Boiling Point: 879.7°Cat760mmHg
• Flash Point: 485.8°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: pKb 7.56(at 25℃)
• Stability: Hygroscopic
• CAS DataBase Reference: 9-Deoxy-9-oxoleucomycin V 3-acetate 4''-O-(3-methylbutanoate)(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Deoxy-9-oxoleucomycin V 3-acetate 4''-O-(3-methylbutanoate)(21238-30-2)
• EPA Substance Registry System: 9-Deoxy-9-oxoleucomycin V 3-acetate 4''-O-(3-methylbutanoate)(21238-30-2)

Safety Data

• Hazardous Substances Data: 21238-30-2(Hazardous Substances Data)

Usage

Description

9-Deoxy-9-oxoleucomycin V 3-acetate 4''-O-(3-methylbutanoate) is a chemical compound derived from the macrolide antibiotic class, specifically as an intermediate in the synthesis of Carbomycin (C176680). It is structurally similar to Leucomycin and Erythromycin, which are produced by Streptomyces halstedii. 9-Deoxy-9-oxoleucomycin V 3-acetate 4''-O-(3-methylbutanoate) plays a crucial role in the development of Carbomycin, a complex antibiotic with broad-spectrum antimicrobial properties.

Uses

Used in Pharmaceutical Industry:
9-Deoxy-9-oxoleucomycin V 3-acetate 4''-O-(3-methylbutanoate) is used as an intermediate in the synthesis of Carbomycin, a macrolide antibiotic complex. It contributes to the development of this antibiotic, which is effective against a wide range of bacterial infections due to its ability to inhibit bacterial protein synthesis.
Used in Antibacterial Applications:
As a component in the synthesis of Carbomycin, 9-Deoxy-9-oxoleucomycin V 3-acetate 4''-O-(3-methylbutanoate) plays a role in the creation of an antibiotic that is used for treating various bacterial infections. Its broad-spectrum activity makes it a valuable asset in the fight against antibiotic-resistant bacteria.
Used in Research and Development:
9-Deoxy-9-oxoleucomycin V 3-acetate 4''-O-(3-methylbutanoate) is also utilized in research and development for the study of macrolide antibiotics and their potential applications in medicine. This includes exploring new methods of synthesis, understanding their mechanisms of action, and identifying ways to improve their efficacy and safety.

InChI:InChI=1/C42H67NO15/c1-23(2)19-32(47)56-40-27(6)53-34(22-42(40,8)50)57-37-26(5)54-41(36(49)35(37)43(9)10)58-38-29(17-18-44)20-24(3)30(46)16-14-12-13-15-25(4)52-33(48)21-31(39(38)51-11)55-28(7)45/h12-14,16,18,23-27,29,31,34-41,49-50H,15,17,19-22H2,1-11H3/b13-12+,16-14+/t24-,25-,26-,27+,29+,31-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1

Upstream product

• 16846-24-5 josamycin 

Downstream Products

• 676997-10-7 Acetic acid (2S,3R,4S,5S,6R)-2-[(11E,13E)-(4R,5S,6S,7R,9R,16R)-4-acetoxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxo-ethyl)-oxacyclohexadeca-11,13-dien-6-yloxy]-4-dimethylamino-6-methyl-5-(4-nitro-benzylcarbamoyloxy)-tetrahydro-pyran-3-yl ester 
• 676997-09-4 Acetic acid (2S,3R,4S,5S,6R)-2-[(11E,13E)-(4R,5S,6S,7R,9R,16R)-4-acetoxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxo-ethyl)-oxacyclohexadeca-11,13-dien-6-yloxy]-4-dimethylamino-5-(4-methoxy-benzylcarbamoyloxy)-6-methyl-tetrahydro-pyran-3-yl ester 
• 676997-11-8 Acetic acid (2S,3R,4S,5S,6R)-2-[(11E,13E)-(4R,5S,6S,7R,9R,16R)-4-acetoxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxo-ethyl)-oxacyclohexadeca-11,13-dien-6-yloxy]-4-dimethylamino-6-methyl-5-phenethylcarbamoyloxy-tetrahydro-pyran-3-yl ester 
• 676997-08-3 Acetic acid (2S,3R,4S,5S,6R)-2-[(11E,13E)-(4R,5S,6S,7R,9R,16R)-4-acetoxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxo-ethyl)-oxacyclohexadeca-11,13-dien-6-yloxy]-5-benzylcarbamoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-3-yl ester 
• 676997-02-7 Acetic acid (2S,3R,4S,5S,6R)-2-[(11E,13E)-(4R,5S,6S,7R,9R,16R)-4-acetoxy-5-methoxy-9,16-dimethyl-2,10-dioxo-7-(2-oxo-ethyl)-oxacyclohexadeca-11,13-dien-6-yloxy]-4-dimethylamino-6-methyl-5-phenylcarbamoyloxy-tetrahydro-pyran-3-yl ester 

Relevant articles and documents

Synthesis of novel 4′-substituted 16-membered ring macrolide antibiotics derived from leucomycins

A series of novel 4′-substituted 16-membered ring macrolides was synthesized by the cleavage of the mycarose sugar and subsequent modification of 4′-hydroxyl group. This new class of macrolides antibiotics is acid stable. The synthetic methodology described here is expected to find application in the synthesis of new generation of macrolides that target the emerging bacterial resistance.

Process for the conversion of niddamycin to leucomycin A1, leucomycin A3, carbomycin B and other antibiotics and related 3-O-esters

Covers the process for the conversion of niddamycin to known compounds such as carbomycin B, leucomycin A1 and A3, and other antibiotic compounds as well as novel 3-(O)-esters 3-(0)-esters and dimethyl acetal derivatives not obtained from natural sources. These compounds are represented by the general formula: SPC1 Wherein R is hydroxy or oxygen, R1 is hydrogen, HCO (formyl), CH3 CO (acetyl), CH3 CH2 CO (propionyl) or CH3 CH2 CH2 CO (butyryl); wherein R2 is hydrogen or equivalent to R1 and R3 is CHO or CH(OCH3)2. These compounds are useful antimicrobial agents.