420122-78-7

Basic information

• Product Name: N-(9-((2R,3R,4R,5S)-4-amino-3-((tert-butyldimethylsilyl)oxy)-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide
• Synonyms: N-(9-((2R,3R,4R,5S)-4-amino-3-((tert-butyldimethylsilyl)oxy)-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide
• CAS NO: 420122-78-7
• Molecular Weight: 598.893
• Mol File: 420122-78-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-(9-((2R,3R,4R,5S)-4-amino-3-((tert-butyldimethylsilyl)oxy)-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(9-((2R,3R,4R,5S)-4-amino-3-((tert-butyldimethylsilyl)oxy)-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide(420122-78-7)
• EPA Substance Registry System: N-(9-((2R,3R,4R,5S)-4-amino-3-((tert-butyldimethylsilyl)oxy)-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide(420122-78-7)

Safety Data

• Hazardous Substances Data: 420122-78-7(Hazardous Substances Data)

Upstream product

• 420122-77-6 N⁶-benzoyl-3'-(tert-butyloxycarbonylamino)-2',5'-bis-O-(tert-butyldimethylsilyl)-3'-deoxyadenosine 
• 65109-11-7 2',5'-bis-O-(tert-butyldimethylsilyl)adenosine 
• 86734-95-4 9-(2,5-di-O-tert-butyldimethylsilyl-β-D-erythro-pentofuran-3-ulosyl)adenosine 
• 420122-68-5 2'-O-(tert-butyldimethylsilyl)-3'-(hydroxyamino)-3'-deoxyadenosine 
• 420122-69-6 3'-(tert-butyloxycarbonylamino)-2'-O-(tert-butyldimethylsilyl)-3'-deoxyadenosine 
• 420122-76-5 3'-(tert-butyloxycarbonylamino)-2',5'-bis-O-(tert-butyldimethylsilyl)-3'-deoxyadenosine 
• 1142928-70-8 6-N-benzoyl-3′-azido-2′,5′-bis-O-(tert-butyldimethylsilyl)-3′-deoxyadenosine 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 420122-79-8 N⁶-benzoyl-2',5'-bis-O-(tert-butyldimethylsilyl)-3'-[(N-(9-fluorenylmethyloxycarbonyl)thiocarbamoyl)amino]-3'-deoxyadenosine 
• 1452385-18-0 N⁶-benzoyl-2′,5′-bis-O-(tert-butyldimethylsilyl)-3′-(S)-methylcarbamate-3′-deoxyadenosine 
• 1452385-20-4 N⁶-benzoyl-2′-O-(tert-butyldimethylsilyl)-3′-(N-tert-butyloxycarbonyl-L-alanine)amido-3′-deoxyadenosine 

Relevant articles and documents

P(III) vs P(V): A P(V) Reagent for Thiophosphoramidate Linkages and Application to an Asymmetric Synthesis of a Cyclic Dinucleotide STING Agonist

A highly stereoselective synthesis of a cyclic dinucleotide (CDN) STING agonist containing two chiral thiophosphoramidate linkages is described. These rare yet key functional groups were, for the first time, installed efficiently and with high diastereoselectivity using a specially designed P(V) reagent. By utilizing this strategy, the CDN was prepared in greater than 16-fold higher yield than the prior P(III) approach, with fewer hazardous reagents and chromatographic purifications.

PROCESS FOR THE PREPARATION OF A CYCLIC DINUCLEOTIDE

The invention generally relates to an improved processes for the preparation of a cyclic dinucleotide which is useful as a STING agonist of the following formula (I), involving the use of compounds A and B.

Synthesis of ribonucleic guanidine: Replacement of the negative phosphodiester linkages of RNA with positive guanidinium linkages

Replacement of the negatively charged phosphodiester linkages of RNA with positively charged guanidinium linkages provides the polycationic ribonucleic guanidine (RNG). RNG is designed to bind strongly to target DNA/RNA through the specific interactions o