18055-47-5

Basic information

• Product Name: Benzamide, N-(trimethylsilyl)-N-[9-(trimethylsilyl)-9H-purin-6-yl]-
• Synonyms: N6,N9-bis-trimethylsilyl-N6-benzoyladenine
• CAS NO: 18055-47-5
• Molecular Formula: C18H25N5OSi2
• Molecular Weight: 383.6
• Mol File: 18055-47-5.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 454.1±50.0 °C(Predicted)
• Density: 1.11±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Benzamide, N-(trimethylsilyl)-N-[9-(trimethylsilyl)-9H-purin-6-yl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N-(trimethylsilyl)-N-[9-(trimethylsilyl)-9H-purin-6-yl]-(18055-47-5)
• EPA Substance Registry System: Benzamide, N-(trimethylsilyl)-N-[9-(trimethylsilyl)-9H-purin-6-yl]-(18055-47-5)

Safety Data

• Hazardous Substances Data: 18055-47-5(Hazardous Substances Data)

Usage

Uses

N-Benzoyl-N,9-bis(trimethylsilyl)adenine is an intermediate in the proposed R&D synthesis of 2,3,5-Tri-O-acetyl α-Adenosine (T733805), an Adenosine (A280400(P)) impurity.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 4005-49-6 N-benzoyladenine 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 66224-66-6 adenine 
• 93-97-0 benzoic acid anhydride 

Downstream Products

• 102794-42-3 9-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)-N⁶-benzoyladenine 
• 103285-83-2 6-N-benzoyl-9-(2,3,4-tri-O-acetyl-6-deoxy-β-D-glucopyranosyl)adenine 
• 3624-39-3 tetra-O-acetyl-1-(6-benzoylamino-purin-9-yl)-β-D-1-deoxy-glucopyranose 
• 260269-31-6 N⁶-benzoyl-5'-O-tert-butyldiphenylsilyl-2',3'-di-O-acetyl-4'-C-(p-toluenesulfonyl)oxymethyladenosine 
• 287933-80-6 6-N-benzoyl-9-((1R,2R,3S)-tetrahydro-2-acetoxy-3-(((4-methoxyphenyl)-diphenylmethoxy)-methyl)-1-furanyl)-9H-adenine 
• 188754-56-5 2'-O-acetyl-3',5'-di-O-benzoyl-N⁶-benzoyladenosine 
• 303040-93-9 N⁶-benzoyl-3',5'-di-O-benzoyl-2'-O-[3-(trifluoromethyl)benzoyl]adenosine 
• 303041-32-9 N6-benzoyl-N9-(3-O-acetyl-2,5-di-O-benzoyl-α-D-arabinofuranosyl)adenine 
• 864941-60-6 (2R,3R,3aR,6S,7R,7aR)-7-azido-2-(6'-benzoylamino-purin-9'-yl)-6-methoxy-3-pivaloyloxy-hexahydrofuro[3,2-b]pyran 
• 1189745-19-4 N-benzoyl-9-[2,5-di-O-acetyl-3,6-anhydro-7-deoxy-6-(ethoxycarbonyl)-8-ethyl-L-glycero-β-L-manno-octofuranosyluronosyl]adenine 
• 144963-49-5 [1'-13C]-2',3',5'-tri-O-benzoyl-N⁶-benzoyladenosine 
• 305808-89-3 (+/-)-α/β-9-(2-benzoyloxymethyl-1,3-oxaselenolan-5-yl)-N⁶-benzoyladenine 
• 190970-15-1 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(2R,3R,4R,5R)-4-acetoxy-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-6-acetoxymethyl-tetrahydro-pyran-3-yl ester 
• 177412-83-8 Acetic acid (2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-((2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl ester 

Relevant articles and documents

Efficient Synthesis of α-Purine Nucleosides of 2-Deoxyribofuranose and 2-Deoxyribopyranose

A high yield synthesis of α-purine nucleosides of 2-deoxyribofuranose and 2-deoxyribopyranose is reported starting from 1,3,5-tri-O-acetyl-2-deoxyribofuranose and 1,3,5-tri-O-acetyl-2-deoxyribopyranose with silylated purines under Lewis acid (SnCl4) catal

Analogues of the natural product sinefungin as inhibitors of EHMT1 and EHMT2

A series of analogues of the natural product sinefungin lacking the amino acid moiety was synthesized and probed for their ability to inhibit EHMT1 and EHMT2. This study led to inhibitors 3b and 4d of methyltransferase activity of EHMT1 and EHMT2 and it demonstrates that such analogues constitute an interesting scaffold to develop selective methyltransferase inhibitors. Surprisingly, the inhibition was not competitive toward AdoMet.

Synthesis and antiviral evaluation of α-l-2′- deoxythreofuranosyl nucleosides

The synthesis of a series of α-l-2′-deoxythreofuranosyl nucleosides featuring the nucleobases A, T, C and U is described in seven steps from 1,2-O-isopropyledene-α-l-threose, involving a Vorbru?ggen coupling and a Barton-McCombie deoxygenation protocol as the key steps. All analogues, including a phosphoramidate nucleoside phosphate prodrug of the T analogue, were evaluated against a broad panel of different viruses but found inactive, while also lacking notable cellular toxicity. The thymidine analogue showed inhibition to mitochondrial thymidine kinase-2 (TK-2), herpes simplex virus type 1 (HSV-1) TK, varicella-zoster virus (VZV) TK and Mycobacterium tuberculosis thymidylate kinase.

Synthesis of optically active 1,4-dioxane nucleotide analogs

Optically active nucleotide analogs were prepared that were composed of a 1,4-dioxane ring as the sugar analog to which either uracil or adenine attached together with two carboxylic ester groups, to be used as vehicles for formation of oligomers. The chiral 1,4-dioxane moiety was constructed from dimethyl L-tartrate via the corresponding (2R,3R)-dimethyl 2-O-allyl-tartrate. Copyright Taylor & Francis Group, LLC.