123970-01-4

Basic information

• Product Name: 9-(6,10-anhydro-5-deoxyundec-7-ulopyranosefuranuronosyl)-9H-purin-6-amine
• CAS NO: 123970-01-4
• Molecular Formula: C₁₆H₁₉N₅O₉
• Molecular Weight: 425.3502
• Mol File: 123970-01-4.mol

Chemical Properties

• Boiling Point: 910.7°C at 760 mmHg
• Flash Point: 504.6°C
• Density: 2.39g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.992
• CAS DataBase Reference: 9-(6,10-anhydro-5-deoxyundec-7-ulopyranosefuranuronosyl)-9H-purin-6-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(6,10-anhydro-5-deoxyundec-7-ulopyranosefuranuronosyl)-9H-purin-6-amine(123970-01-4)
• EPA Substance Registry System: 9-(6,10-anhydro-5-deoxyundec-7-ulopyranosefuranuronosyl)-9H-purin-6-amine(123970-01-4)

Safety Data

• Hazardous Substances Data: 123970-01-4(Hazardous Substances Data)

Upstream product

• 1569269-02-8 2'-O-demethylherbicidin F 
• 72283-62-6 herbicidin G 
• 66224-66-6 adenine 
• 72067-14-2 herbicidin C 
• 1391974-04-1 methyl (1S,3S,4R,5R,7R,9R,11S,12S,13S)-12,13-bis(acetyloxy)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-1-[(trimethylsilyl)oxy]-2,6,10-trioxatricyclo[7.4.0.0^3,7]tridecane-11-carboxylate 
• 1391974-03-0 methyl (1R,3S,4R,5R,7R,9R,11S,12S,13S)-5,12,13-tris(acetyloxy)-4-(benzoyloxy)-1-hydroxy-2,6,10-trioxatricyclo[7.4.0.0^3,7]tridecane-11-carboxylate 
• 1391974-15-4 methyl (1S,3S,4R,7R,9R,11S,12S,13S)-5-(acetyloxy)-4-(benzoyloxy)-1,12,13-trihydroxy-2,6,10-trioxatricyclo[7.4.0.0(3,7)]tridecane-11-carboxylate 
• 1391974-02-9 methyl (1R,3S,4R,5R,7R,9R,11S,12S,13S)-5-(acetyloxy)-4-(benzoyloxy)-12,13-bis(benzyloxy)-1-hydroxy-2,6,10-trioxatricyclo[7.4.0.0^3,7]tridecane-11-carboxylate 
• 1391973-86-6 methyl (2S,3S,4S,6R)-6-{[(4R,5S)-5-[(1S)-(benzoyloxy)prop-2-en-1-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}-3,4-bis(benzyloxy)-5-oxooxane-2-carboxylate 
• 1391974-14-3 methyl (2S,3S,4R,5S,6R)-6-{[(4R,5S)-5-[(1S)-1-(benzoyloxy)prop-2-en-1-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}-3,4-bis(benzyloxy)-5-hydroxyoxane-2-carboxylate 
• 1391974-01-8 (1S)-1-[(4S,5R)-5-{[(2R,3S,4R,5R,6R)-4,5-bis(benzyloxy)-3-hydroxy-6-(hydroxymethyl)oxan-2-yl]methyl}-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-yl benzoate 
• 1391974-13-2 (1S)-1-[(4S,5R)-5-{[(2R,3S,4S,5R,6R)-4,5-bis(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-6-{[(tert-butyldimethylsilyl)oxy]methyl}oxan-2-yl]methyl}-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-yl benzoate 
• 1391973-96-8 (1S)-1-[(4R,5R)-5-{[(2R,3S,4S,5R,6R)-4,5-bis(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-6-{[(tert-butyldimethylsilyl)oxy]methyl}oxan-2-yl]methyl}-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol 
• 1391973-94-6 1-[(4S,5R)-5-{[(2R,3S,4S,5R,6R)-4,5-bis(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-6-{[(tert-butyldimethylsilyl)oxy]methyl}oxan-2-yl]methyl}-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-one 

Downstream Products

• 72283-62-6 herbicidin G 
• 72067-14-2 herbicidin C 

Relevant articles and documents

Elucidation of the Herbicidin Tailoring Pathway Offers Insights into Its Structural Diversity

The biosynthetic gene clusters for herbicidins (hbc) and aureonuclemycin (anm) were identified in Streptomyces sp. KIB-027 and Streptomyces aureus, respectively. The roles of genes possibly involved in post-core-assembly steps in herbicidin biosynthesis i

Total synthesis of herbicidin C and aureonuclemycin: Impasses and new avenues

The undecose nucleoside antibiotics herbicidin C and aureonuclemycin are biologically highly active and represent challenging targets for total synthesis. Herein, the gradual evolution of our synthetic strategy toward these natural products is described in detail. The initial route encompasses metalate addition chemistry but suffers from poor stereochemical control. In contrast, the ultimately successful strategy benefits from a variety of reagent-controlled stereoselective transformations, including a surprisingly facile and highly diastereoselective N-glycosylation process. The presented work also describes new building blocks that might find further application in carbohydrate chemistry.

Stereoselective total syntheses of herbicidin C and aureonuclemycin through late-stage glycosylation

Better late than never! Two herbicidins, members of an important family of nucleoside antibiotics, have been synthesized for the first time. The route integrates a stereoselective C-glycosylation with several reagent-controlled stereoselective transformations and a surprisingly facile and highly diastereoselective late-stage N-glycosylation. Copyright