163706-58-9

Basic information

• Product Name: (2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylthio)ethyl)aMino)-2-((3,3,3-trifluoropropyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol
• Synonyms: (2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylthio)ethyl)aMino)-2-((3,3,3-trifluoropropyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol;Adenosine, N-[2-(Methylthio)ethyl]-2-[(3,3,3-trifluoropropyl)thio]- (9CI);N6-(2-Methylthioethyl)-2-(3,3,3-trifluoropropylthio)adenosine;(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-((2-(methylthio)ethyl)amino)-2- ((3,3,3-trifluoropropyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol N6-(2-Methylthioethyl)-2-(3,3,3-trifluoropropylthio)adenosine;((3aR,4R,6R,6aR)-6-(6-amino-2-((3,3,3-trifluoropropyl)thio)-9H- purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol;N-[2-(Methylthio)ethyl]-2-[(3,3,3-trifluoropropyl)thio]adenosine;Cangrelor Intermediate;(2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylthio)ethyl)aMino)-2-((3,3,3-trifluoropropyl)thio)-9H-purin-9-yl)
• CAS NO: 163706-58-9
• Molecular Formula: C16H22F3N5O4S2
• Molecular Weight: 469.5021896
• EINECS: 1592732-453-0
• Mol File: 163706-58-9.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 747.5±70.0 °C(Predicted)
• Appearance: /
• Density: 1.70±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 13.08±0.70(Predicted)
• CAS DataBase Reference: (2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylthio)ethyl)aMino)-2-((3,3,3-trifluoropropyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylthio)ethyl)aMino)-2-((3,3,3-trifluoropropyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol(163706-58-9)
• EPA Substance Registry System: (2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylthio)ethyl)aMino)-2-((3,3,3-trifluoropropyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol(163706-58-9)

Safety Data

• Hazardous Substances Data: 163706-58-9(Hazardous Substances Data)

Usage

Description

(2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylthio)ethyl)aMino)-2-((3,3,3-trifluoropropyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol is a complex organic compound with a unique molecular structure. It is characterized by its chiral centers at the 2nd, 3rd, 4th, and 5th positions, which are all in the R or S configuration. (2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylthio)ethyl)aMino)-2-((3,3,3-trifluoropropyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol features a hydroxymethyl group at the 2nd position, a tetrahydrofuran ring, and a 9H-purin-9-yl group at the 5th position. Additionally, it has a 6-((2-(methylthio)ethyl)amino)-2-((3,3,3-trifluoropropyl)thio) substitution pattern, which contributes to its potential biological activity.

Uses

Used in Pharmaceutical Industry:
(2R,3S,4R,5R)-2-(hydroxyMethyl)-5-(6-((2-(Methylthio)ethyl)aMino)-2-((3,3,3-trifluoropropyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol is used as a key intermediate in the development of platelet P2T receptor antagonists. These antagonists have potential applications in antithrombotic therapy, which aims to prevent blood clot formation and reduce the risk of thrombotic disorders such as stroke, heart attack, and deep vein thrombosis. The unique structure and chiral configuration of this compound make it a promising candidate for the design and synthesis of novel therapeutic agents with improved efficacy and selectivity in treating thrombotic-related conditions.

Upstream product

• 163706-57-8 (2R,3R,4R,5R)-2-(acetoxymethyl)-5-{6-{N-[2-(methylthio)ethyl]amide}-2-[(3,3,3-trifluoropropyl)thio]-9H-purin-9-yl}-5-(acetoxymethyl)-3,4-bis(acetoxy)tetrahydrofuran 
• 43157-50-2 2-Mercaptoadenosine 
• 163706-51-2 2-[(3,3,3-trifluoropropyl)thio]adenosine 
• 163706-52-3 (2R,3R,4R,5R)-2-{6-acetylamino-2-[(3,3,3-trifluoropropyl)thio]-9H-purin-9-yl}-5-(acetoxymethyl)-3,4-bis(acetoxy)tetrahydrofuran 
• 187668-44-6 4,6-dichloro-5-nitro-2-((3,3,3-trifluoropropyl)thio)pyrimidine 
• 3056-18-6 (2R,3R,4R,5R)-4-(acetyloxy)-2-[(acetyloxy)methyl]-5-(2,6-dichloro-9H-purin-9-yl)tetrahydro-3-furanyl acetate 
• 69412-76-6 3,3,3-trifluoro-propane-1-thiol 

Downstream Products

• 163706-06-7 cangrelor 

Relevant articles and documents

Development of a Novel and Scalable Process for the Synthesis of a Key Cangrelor Intermediate

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Cangrelor intermediate and preparation method thereof

The invention provides a preparation method of cangrelor key intermediate compound d. The target compound is prepared by subjecting a compound a as a start material to formyl protection, carrying outN-alkylation and carrying out deprotection reaction. The preparation method has the advantages of short route, good operational simplicity, high yield, low cost and low three-wastes. The invention also provides novel intermediate compounds b and c for preparing the compound d and a preparation method of the compounds b and c.

Method for preparing cangrelor key intermediate by utilizing diaminomercaptopyrimidine

The invention relates to a method for preparing a cangrelor key intermediate by utilizing diaminomercaptopyrimidine. The method takes 4,6-diamino-2-mercaptopyrimidine as a starting raw material and comprises the following steps: firstly, adding trifluoropropyl under an alkaline condition to obtain an intermediate 1; then adding amino to obtain an intermediate 2; then adding a glycosidic bond into2-[(3,3,3-trifluoropropyl)sulfenyl]-9H-purine-6-amino to obtain an intermediate 4; then adding acetyl to obtain an intermediate 5; then adding a branch chain to obtain an intermediate 6; finally, carrying out hydrolytic acidification to obtain the cangrelor key intermediate. According to the method provided by the invention, a synthetic product is a light yellow or yellow solid; liquid chromatography and mass spectrometry, and a nuclear magnetic hydrogen spectrum are used and can be used for determining that the yellow solid is a cangrelor key intermediate pure product. The method has the advantages of low cost, high yield, moderate reaction condition and simple post-treatment, and has a relatively great industrialized potential.