115479-42-0

Basic information

• Product Name: 4-Methoxy-7--D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine
• Synonyms: 2-Amino-4-methoxy-7--D-ribofuranosylpyrrolo[2,3-d]pyrimidine;4-Methoxy-7--D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine
• CAS NO: 115479-42-0
• Molecular Formula: C12H16N4O5
• Molecular Weight: 296.28
• Product Categories: Chiral Reagents;Heterocycles
• Mol File: 115479-42-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Refractive Index: 1.775
• Solubility: Ethyl Acetate (sparingly), Methanol
• CAS DataBase Reference: 4-Methoxy-7--D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxy-7--D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine(115479-42-0)
• EPA Substance Registry System: 4-Methoxy-7--D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine(115479-42-0)

Safety Data

• Hazardous Substances Data: 115479-42-0(Hazardous Substances Data)

Usage

Description

4-Methoxy-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine, with the CAS number 115479-42-0, is a chemical compound that is characterized by its white powder form. It is primarily recognized for its utility in the realm of organic synthesis, where it can be employed to create a variety of complex organic molecules.

Uses

Used in Organic Synthesis:
4-Methoxy-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine is used as a synthetic intermediate for the creation of various organic compounds. Its unique structure allows it to be a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals that require its specific functional groups and molecular framework.
In the Pharmaceutical Industry:
Within the pharmaceutical sector, 4-Methoxy-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine is utilized as a key component in the development of new drugs. Its role in organic synthesis makes it instrumental in constructing molecules with potential therapeutic applications, contributing to the advancement of medicine and healthcare.
In the Agrochemical Industry:
Similarly, in agrochemicals, this compound serves as an essential intermediate for the synthesis of pesticides, herbicides, and other crop protection products. Its contribution to the development of these chemicals helps ensure the growth and protection of agricultural produce, thereby supporting the food and agriculture industry.
In the Specialty Chemicals Industry:
4-Methoxy-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine also finds application in the production of specialty chemicals, which are used in a wide range of applications such as dyes, fragrances, and other industrial applications. Its versatility in organic synthesis makes it a valuable asset in this domain.
Overall, 4-Methoxy-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-2-amine is a versatile chemical intermediate that plays a significant role in various industries, particularly in organic synthesis, where its unique properties are harnessed to create a multitude of useful compounds.

InChI:InChI=1/C12H16N4O5/c1-20-10-5-2-3-16(9(5)14-12(13)15-10)11-8(19)7(18)6(4-17)21-11/h2-3,6-8,11,17-19H,4H2,1H3,(H2,13,14,15)/t6-,7+,8+,11-/m1/s1

Upstream product

• 124-41-4 sodium methylate 
• 120401-36-7 2-amino-4-chloro-7-(β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine 
• 115479-40-8 4-chloro-7-{5′-O-[(1,1-dimethylethyl)-dimethylsilyl]-2′,3′-O-(1-methylethylidene)-β-D-ribofuranosyl}-7H-pyrrolo[2,3-d]pyrimidine-2-amine 
• 131981-22-1 7-{5'-O-[(1,1-dimethylethyl)dimethylsilyl]-2',3'-O-(1-methylethylidene)-β-D-ribofuranosyl}-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-2-amine 
• 115479-41-9 2-amino-4-methoxy-7-(2,3-O-isopropylidene-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine 
• 84955-31-7 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine 
• 84955-32-8 2-amino-4-methoxy-7H-pyrrolo[2,3-d]-pyrimidine 
• 102690-95-9 5-O-<(1,1-dimethylethyl)dimethylsilyl>-2,3-O-(1-methylethylidene)-β-D-ribofuranosyl chloride 
• 873792-73-5 2-amino-5-bromo-4-methoxy-7-(β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine 
• 480439-92-7 2-amino-5-iodo-3,7-dihydro-7-(β-D-ribofuranosyl)-4H-pyrrolo-[2,3-d]pyrimidin-4-one 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 149765-15-1 N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide 

Downstream Products

• 62160-23-0 2-amino-7-β-D-ribofuranosylpyrrolo<2,3-d>pyrimidin-4(3H)-one 
• 62160-23-0 7-deazaguanosine 

Relevant articles and documents

Glycosylation of Pyrrolo[2,3- d]pyrimidines with 1- O-Acetyl-2,3,5-tri- O-benzoyl-β- d -ribofuranose: Substituents and Protecting Groups Effecting the Synthesis of 7-Deazapurine Ribonucleosides

Glycosylation of nonfunctionalized 6-chloro-7-deazapurine with commercially available 1-O-acetyl-2,3,5-tri-O-benzoyl-β-d-ribofuranose (45%) followed by amination and deprotection gave tubercidin in only two steps. Similar conditions applied for the synthe

A facile and improved synthesis of tubercidin and certain related pyrrolo[2,3-d]pyrimidine nucleosides by the stereospecific sodium salt glycosylation procedure [1]

A simple synthesis of tubercidin, 7-deazaguanosine and 2'-deoxy-7-deazaguanosine has been accomplished using the sodium salt glycosylation procedure. Reaction of the sodium salt of 4-chloro- and 2-amino-4-chloro-pyrrolo[2,3-d]pyrimidine, 3 and 4, respectively, with 1-chloro-2,3-O-isopropylidene,5-O-(t-butyl)dimethylsilyl-α-D-ribofur nose gave the corresponding protected nucleosides 6 and 7 with β-anomeric configuration. Deprotection of 6 provided 8, which on heating with methanolic ammonia gave tubercidin in excellent yield. Functional group transformation of 7, followed by deisopropylidenation gave 2-aminotubercidin and 2-amino-7-β-ribofuranosylpyrrolo[2,3-d]pyrimidine-4(3H)-thione. Treatment of 7 with 1N sodium methoxide followed by exposure to aqueous trifluoroacetic acid, and ether cleavage furnished 7-deazaguanosine. 2'-Deoxy-7-deazaguanosine and 2'-deoxy-7-deaza-6-thioguanosine were also prepared by using similar sequence of reactions employing 4 and 1-chloro-2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranose.