104227-86-3

Basic information

• Product Name: 2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL
• Synonyms: 2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL;6-DEOXY PENCICLOVIR;DI-DESACETYL FAMCICLOVIR;DidesacetylFamciclovir,BRL42359;1,3-Propanediol, 2-(2-(2-amino-9H-purin-9-yl)ethyl)-;BRL 42359;2-(2-(2-AMino-9H-purin-9-yl)ethyl)propane-1,3-diol;Famciclovir USP RC A
• CAS NO: 104227-86-3
• Molecular Formula: C₁₀H₁₅N₅O₂
• Molecular Weight: 237.26
• Product Categories: Various Metabolites and Impurities;Bases & Related Reagents;Intermediates & Fine Chemicals;Metabolites;Nucleotides;Pharmaceuticals
• Mol File: 104227-86-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 156-158°C
• Boiling Point: 594.3 °C at 760 mmHg
• Flash Point: 313.2 °C
• Appearance: /
• Density: 1.55 g/cm³
• Vapor Pressure: 5.73E-15mmHg at 25°C
• Refractive Index: 1.718
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 14.40±0.10(Predicted)
• CAS DataBase Reference: 2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL(104227-86-3)
• EPA Substance Registry System: 2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL(104227-86-3)

Safety Data

• Hazardous Substances Data: 104227-86-3(Hazardous Substances Data)

Usage

Chemical Properties

White Cyrstalline Solid

Uses

Different sources of media describe the Uses of 104227-86-3 differently. You can refer to the following data:
1. A metabolite of Famciclovir, an antiviral
2. A metabolite of Famciclovir, an antiviral.

InChI:InChI=1/C10H15N5O2/c11-10-12-3-8-9(14-10)15(6-13-8)2-1-7(4-16)5-17/h3,6-7,16-17H,1-2,4-5H2,(H2,11,12,14)

Upstream product

• 104227-87-4 9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine 
• 104227-89-6 5-[2-(2-aminopurin-9-yl)ethyl]-2,2-dimethyl-1,3-dioxane 
• 122497-20-5 dimethyl 2-(2-(2-aminopurine-9-yl)ethyl)malonate 
• 17495-12-4 2-amino-7-benzyl-1H-purin-6(7H)-one 
• 17495-10-2 N²-acetyl-7-benzylguanine 
• 19962-37-9 N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide 
• 73-40-5 2-amino-1,9-dihydro-6H-purin-6-one 
• 39809-25-1 Penciclovir 
• 118-00-3 G 
• 97845-72-2 2-[(acetyloxy)methyl]-4-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)butyl acetate 
• 256945-18-3 N²-acetyl-9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]guanine 
• 256945-19-4 9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]-2-acetylamino-6-(2',4',6'-triisopropylbenzenesulfonyloxy)-9H-purine 
• 7459-46-3 triethyl 1,1,2-ethanetricarboxylate 
• 6482-32-2 2-(hydroxymethyl)butane-1,4-diol 

Downstream Products

• 115932-75-7 9-<4-hydroxy-3-(hydroxymethyl)but-1-yl>-2-<(monomethoxytrityl)amino>purine 
• 120711-22-0 (R,S)-9-<3-(hydroxymethyl)-4-<(monomethoxytrityl)oxy>but-1-yl>-2-<(monomethoxytrityl)amino>purine 
• 104227-87-4 9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine 
• 120687-07-2 (R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine 
• 247081-81-8 2-amino-9-(3-acetoxymethyl-4-isopropoxycarbonyloxybut-1-yl)purine 
• 120687-10-7 (R,S)-2-amino-9-<4-(benzyloxy)-3-(hydroxymethyl)but-1-yl>purine 

Relevant articles and documents

Method for synthesizing famciclovir by using microchannel reactor

The invention discloses a preparation method for synthesizing famciclovir by using a microchannel reactor, which comprises the following steps: mixing and dispersing 2-amino-6-chloro-9-(4-hydroxy-3-hydroxymethylbutyl) purine serving as a raw material and a palladium-carbon catalyst in a solvent, feeding by using a slurry pump, and performing dechlorination reaction with hydrogen in a microchannel continuous flow reactor to obtain reaction liquid, filtering the obtained reaction liquid, respectively inputting the filteringed reaction liquid and an acetic anhydride solution into the microchannel continuous flow reactor by using a diaphragm feeding pump, and carrying out esterification reaction in the microchannel reactor to obtain famciclovir. Compared with the prior art, the method has the advantages that the process safety can be greatly improved by carrying out hydrogenation reaction in the micro-channel continuous flow reactor; as the microchannel continuous flow reactor has the characteristic of high-efficiency mass and heat transfer, the reaction time can be effectively shortened, the use amount of raw materials is reduced, and the discharge of three wastes is reduced; and the route of first hydrogenation and then esterification is adopted, so that hydrolysis of ester bonds during first esterification and then hydrogenation can be effectively avoided, and the product purity is improved.

AN IMPROVED PROCESS FOR THE PREPARATION OF PURINE DERIVATIVE

The present invention provides an improved process for the preparation of purine derivative of Formula I.

Preparation of famciclovir and other purine derivatives

Purine derivatives, substituted at the 9-position, are prepared from a chloro substituted purine starting material, first making an alkyl substitution at the 9-position, then forming the desired esterified side chain, reducing this and hydrogenating the resultant diol prior to addition of alkyl carbonyl groups.