175695-25-7

Basic information

• Product Name: 9H-Purine-9-acetic acid, 6-[bis[(1,1-diMethylethoxy)carbonyl]aMino]-
• Synonyms: 9H-Purine-9-acetic acid, 6-[bis[(1,1-diMethylethoxy)carbonyl]aMino]-
• CAS NO: 175695-25-7
• Molecular Formula: C₁₇H₂₃N₅O₆
• Molecular Weight: 393.39442
• Mol File: 175695-25-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9H-Purine-9-acetic acid, 6-[bis[(1,1-diMethylethoxy)carbonyl]aMino]-(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-Purine-9-acetic acid, 6-[bis[(1,1-diMethylethoxy)carbonyl]aMino]-(175695-25-7)
• EPA Substance Registry System: 9H-Purine-9-acetic acid, 6-[bis[(1,1-diMethylethoxy)carbonyl]aMino]-(175695-25-7)

Safety Data

• Hazardous Substances Data: 175695-25-7(Hazardous Substances Data)

Upstream product

• 866133-26-8 ethyl [N⁶,N⁶-bis(tert-butoxycarbonyl)adenin-9-yl]acetate 
• 309947-86-2 N⁶,N⁶-bis(tert-butoxycarbonyl)adenine 
• 1108637-35-9 benzyl 2-{6-[bis(tert-butoxycarbonyl)amino]-9H-purin-9-yl}acetate 
• 66224-66-6 adenine 
• 23124-10-9 2-(N₉-adeninyl)acetic acid methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 25477-96-7 ethyl 2-(9H-adenin-9-yl)acetate 
• 175695-31-5 methyl 2-{6-[bis(tert-butoxycarbonyl)amino]-9H-purin-9-yl}acetate 

Downstream Products

• 1028077-21-5 benzyl N-[2-((fluorenylmethoxycarbonyl)amino)ethyl]-N-[(N⁶,N⁶-bis(tert-butoxycarbonyl)adenin-9-yl)acetyl]glycinate 
• 1415206-59-5 C₄₄H₅₁N₈O₁₃P 
• 1345001-26-4 adenine-Phe-Phe-Tyr-phosphate 
• 1338978-45-2 bis-Boc-adenine-Phe 
• 1338978-49-6 bis-Boc-adenine-Phe-Phe 
• 1415408-48-8 adenine-Phe-glucosamine 
• 175695-29-1 C₄₈H₅₈N₁₄O₁₂ 
• 175695-30-4 C₄₇H₅₆N₁₄O₁₂ 
• 175695-28-0 C₃₄H₄₇N₉O₁₀ 
• 175695-22-4 C₂₉H₃₇N₇O₉ 
• 175695-26-8 C₃₂H₄₁N₇O₉ 

Relevant articles and documents

Switchable Protecting Strategy for Solid Phase Synthesis of DNA and RNA Interacting Nucleopeptides

Nucleopeptides are promising nucleic acid mimetics in which the peptide backbone bears nucleobases. They can recognize DNA and RNA targets modulating their biological functions. To date, the lack of an effective strategy for the synthesis of nucleopeptide

A convenient route to N-[2-(Fmoc)aminoethyl]glycine esters and PNA oligomerization using a bis-N-Boc nucleobase protecting group strategy

(Chemical Equation Presented) A simple and practical synthesis of the benzyl, allyl, and 4-nitrobenzyl esters of N-[2-(Fmoc)aminoethyl]glycine is described starting from the known N-(2-aminoethyl)glycine. These esters are stored as stable hydrochloride salts and were used in the synthesis of peptide nucleic acid monomers possessing bis-N-Boc-protected nucleobase moieties on the exocyclic amino groups of ethyl cytosin-1-ylacetate, ethyl adenin-9-ylacetate and ethyl (O6-benzylguanin-9-yl)acetate. Upon ester hydrolysis, the corresponding nucleobase acetic acids were coupled to N-[2-(Fmoc)aminoethyl] glycine benzyl ester or to N-[2-(Fmoc)aminoethyl]glycine allyl ester in order to retain the O6 benzyl ether protecting group of guanine. The Fmoc/bis-N-Boc-protected monomers were successfully used in the Fmoc-mediated solid-phase peptide synthesis of mixed sequence 10-mer PNA oligomers and are shown to be a viable alternative to the currently most widely used Fmoc/Bhoc-protected peptide nucleic acid monomers.

Liquid phase synthesis of a peptidic nucleic acid dimer

The first liquid phase synthesis of a peptidic nucleic acid (PNA) dimer containing guanine and adenine has been achieved in good yields. A new strategy was elaborated in order to circumvent difficult coupling of the protected PNA.