66323-49-7

Basic information

• Product Name: 2-Amino-9-[(2R,4S,5S)-4-amino-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
• Synonyms: 3'-AMINO-2',3'-DIDEOXYGUANOSINE;3'-AMINO-2'-DEOXY-D- GUANOSINE;3'-Amino-2',3'-dideoxy-D-guanosine;2-amino-9-[(2R,4S,5S)-4-amino-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6 -one;9-(3-Amino-2,3-dideoxy-β-D-ribofuranosyl)guanine;3'-NH2-ddG;Guanosine,3'-aMino-2',3'-dideoxy-;2-Amino-9-((2R,4S,5S)-4-amino-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
• CAS NO: 66323-49-7
• Molecular Formula: C₁₀H₁₄N₆O₃
• Molecular Weight: 266.25656
• Mol File: 66323-49-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 662.4 °C at 760 mmHg
• Flash Point: 354.4 °C
• Appearance: Off-white to Yellow/Powder
• Density: 2.08g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility: Soluble in water (50 mg/ml).
• CAS DataBase Reference: 2-Amino-9-[(2R,4S,5S)-4-amino-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-9-[(2R,4S,5S)-4-amino-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one(66323-49-7)
• EPA Substance Registry System: 2-Amino-9-[(2R,4S,5S)-4-amino-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one(66323-49-7)

Safety Data

• Hazardous Substances Data: 66323-49-7(Hazardous Substances Data)

Usage

Uses

3'-Amino-2',3'-dideoxyguanosineis used as a pharmaceutical intermediate.

Upstream product

• 30516-87-1 3'-azido-2',3'-deoxythymidine 
• 25442-42-6 5'-O-trityl-2,3'-anhydrothymidine 
• 52450-18-7 3'-amino-3'-deoxythymidine 
• 118-00-3 G 

Downstream Products

• 899435-23-5 3'-tritylamino-2',3'-dideoxyguanosine 
• 1418009-19-4 3’-(9-fluorenylmethoxycarbonyl)amino-2’,3’-dideoxyguanosine 
• 195375-55-4 N²-isobutyryl-3'-NH-trityl-2',3'-dideoxyguanosine 
• 1417713-30-4 (1'R, 3'S, 4'S)-2',3'-dideoxy-3'-tritylamino-N²-isobutyryl-guanosin-4'-carboxylic acid 
• 195375-54-3 5'-O-(tert-butyldimethylsilyl)-N²-isobutyryl-3'-tritylamino-2',3'-dideoxyguanosine 
• 1417713-28-0 C₃₅H₄₂N₆O₃Si 
• 1401429-71-7 3'-[(azidomethyloxycarbonyl)amino]-2',3'-dideoxyguanosine 5'-monophosphate ammonium salt 
• 1401429-70-6 3'-[(azidomethyloxycarbonyl)amino]-2',3'-dideoxyguanosine 
• 1028810-13-0 C₁₇H₁₈N₆O₃ 
• 1061382-87-3 C₁₇H₂₀N₆O₂ 

Relevant articles and documents

Chemical-enzymatic synthesis of 3'-amino-2',3'-dideoxy-β-D- ribofuranosides of natural heterocyclic bases and their 5'-monophosphates

Treatment of O2,3'-anhydro-5'-O-trityl derivatives of thymidine (1) and 2'-deoxyuridine (2) with lithium azide in dimethylformamide at 150 °C resulted in the formation of the corresponding isomeric 3'-azido-2',3'- dideoxy-5'-O-trityl-β-D-ribofuranosyl N1- (the major products) and N3- nucleosides 3/4 and 5/6). 3'-Amino-2',3'-dideoxy-β-D-ribofuranosides of thymidine [Thd(3'NH2)], uridine [dUrd(3'NH2)], and cytidine [dCyd(3'NH2)] were synthesized from the corresponding 3'-azido derivatives. The Thd(3'NH2) and dUrd(3'NH2) were used as donors of carbohydrate moiety in the reaction of enzymatic transglycosylation of adenine and guanine to afford dAdo(3'NH2) and dGuo(3'NH2). The substrate activity of dN(3'NH2) vs. nucleoside phosphotransferase of the whole cells of Erwinia herbicola was studied.