135697-25-5

Basic information

• Product Name: Benzamide, N-(1,2-dihydro-2-oxo-4-pyrimidinyl)-4-(1,1-dimethylethyl)-
• CAS NO: 135697-25-5
• Molecular Formula: C15H17N3O2
• Molecular Weight: 271.319
• Mol File: 135697-25-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzamide, N-(1,2-dihydro-2-oxo-4-pyrimidinyl)-4-(1,1-dimethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N-(1,2-dihydro-2-oxo-4-pyrimidinyl)-4-(1,1-dimethylethyl)-(135697-25-5)
• EPA Substance Registry System: Benzamide, N-(1,2-dihydro-2-oxo-4-pyrimidinyl)-4-(1,1-dimethylethyl)-(135697-25-5)

Safety Data

• Hazardous Substances Data: 135697-25-5(Hazardous Substances Data)

Upstream product

• 71-30-7 Cytosine 
• 1710-98-1 p-tert-butyl benzoyl chloride 

Downstream Products

• 1235489-06-1 C₂₃H₃₀N₄O₆ 
• 135697-51-7 C₆₅H₈₂N₁₂O₁₂ 
• 135697-45-9 4-tert-Butyl-benzoic acid 2-({(S)-5-{(S)-5-tert-butoxycarbonylamino-6-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-hexanoylamino}-6-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-hexanoyl}-methyl-amino)-ethyl ester 
• 135697-46-0 4-tert-Butyl-benzoic acid 2-({(S)-4-{(S)-4-tert-butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoylamino}-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoyl}-methyl-amino)-ethyl ester 
• 135697-41-5 {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-[(S)-1-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-(piperidin-1-ylcarbamoyl)-butylcarbamoyl]-butyl}-carbamic acid tert-butyl ester 
• 135697-42-6 {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-3-[(S)-1-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-3-(piperidin-1-ylcarbamoyl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester 
• 135697-38-0 (S)-2-<<5-<<(1,1-dimethylethoxy)carbonyl>amino>-6-<4-<<4-(1,1-dimethylethyl)benzoyl>amino>-1,2-dihydro-2-oxo-1-pyrimidinyl>-1-oxohexyl>methylamino>ethyl 4-(1,2-dimethylethyl)benzoate 
• 135697-40-4 (S)-2-<<4-<<(1,1-dimethylethoxy)carbonyl>amino>-5-<4-<<4-(1,1-dimethylethyl)benzoyl>amino>-1,2-dihydro-2-oxo-1-pyrimidinyl>-1-oxopentyl>methylamino>ethyl 4-(1,2-dimethylethyl)benzoate 
• 135697-32-4 (S)-5-tert-Butoxycarbonylamino-6-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-hexanoic acid 4-nitro-phenyl ester 
• 135697-33-5 (S)-4-tert-Butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoic acid 4-nitro-phenyl ester 
• 135697-35-7 (S)-1,2-dimethyl <1-<<4-<<4-(1,1-dimethylethyl)benzoyl>amino>-1,2-dihydro-2-oxo-1-pyrimidinyl>methyl>-5-oxo-5-(1-piperidinylamino)pentyl>carbamate 
• 135697-36-8 (S)-1,1-dimethylethyl <1-<<4-<<4-(1,1-dimethylethyl)benzoyl>amino>-1,2-dihydro-2-oxo-1-pyrimidinyl>methyl>-4-oxo-4-(1-piperidinylamino)butyl>carbamate 
• 135697-37-9 {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-[(2-hydroxy-ethyl)-methyl-carbamoyl]-butyl}-carbamic acid tert-butyl ester 
• 135697-39-1 {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-3-[(2-hydroxy-ethyl)-methyl-carbamoyl]-propyl}-carbamic acid tert-butyl ester 

Relevant articles and documents

The synthesis of polyamide nucleic acids using a novel monomethoxytrityl protecting-group strategy

The preparation of novel monomethoxytrityl (Mmt) protected monomers for the synthesis of polyamide nucleic acids (PNAs) is described. The use of base-labile acyl-type nucleobase protecting groups and of a succinyl-linked solid-support offers a synthetic strategy to standard oligonucleotide synthesis conditions. This strategy has been successfully applied for the synthesis of PNAs of mixed base sequence.

Fmoc/Acyl protecting groups in the synthesis of polyamide (peptide) nucleic acid monomers

The chemical synthesis of polyamide (peptide) nucleic acid (PNA) monomers 22-25 has been accomplished using Fmoc [N-(2-aminoethyl)glycine backbone], anisoyl (adenine), 4-tert-butylbenzoyl (cytosine) and isobutyryl/ diphenylcarbamoyl (guanine) protecting-group combinations, thus allowing oligomer synthesis on both peptide and oligonucleotide synthesizers. An alternative method for the preparation of (N6-anisoyladenin-9-yl)acetic acid 7 is described using partial hydrolysis of a dianisoylated derivative. Different methods were studied for guanine alkylation including (a) Mitsunobu reaction; (b) low-temperature, sodium hydride- and (c) N, N-diisopropylethylaminemediated alkylation reactions to give preferentially N9-substituted derivatives. Empirical rules are proposed for differentiating N9/N7-substituted guanines based on their 13C NMR chemical-shift differences. The Royal Society of Chemistry 2000.

Acyclic Nucleic Acid Analogues: Synthesis and Oligomerization of γ,4-Diamino-2-oxo-1(2H)-pyrimidinepentanoic Acid and δ,4-Diamino-2-oxo-1(2H)-pyrimidinehexanoic Acid

Alkylation of the tosylates of N-t-Boc-5-(hydroxymethyl)-2-pyrrolidinone and N-t-Boc-6-(hydroxymethyl)-2-piperidinone with the sodium salt of cytosine in dimethyl sulfoxide, followed by acylation of the base exocyclic amine and selective opening of the lactam ring by alkaline hydrolysis, gave the title compounds, respectively, in protected form.Oligomerization was achieved by activation of the carboxylic group as the p-nitrophenyl ester and coupling with the free amine of another subunit in dimethlformamide or dimethyl sulfoxide.A hexamer of the pentanoic acid system could be easily prepared by stepwise coupling of the monomeric units or by block synthesis via trimers.The hexanoic acid derived hexamer could only be prepared by stepwise elongation, mostly due to problems of solubility for this backbone.