183679-12-1

Basic information

• Product Name: 5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid
• Synonyms: 5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid
• CAS NO: 183679-12-1
• Molecular Weight: 402.395
• Mol File: 183679-12-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid(183679-12-1)
• EPA Substance Registry System: 5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoic acid(183679-12-1)

Safety Data

• Hazardous Substances Data: 183679-12-1(Hazardous Substances Data)

Upstream product

• 153335-00-3 (S)-tert-butyl 4-(3-(benzyloxycarbonylamino)-2,2-difluoropropyl)-2,2-dimethyloxazolidine-3-carboxylate 
• 401915-30-8 4-[2-ethoxycarbonyl-2,2-difluoro-1-(imidazole-1-carbothioyloxy)-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 401915-26-2 (R)-tert-butyl 4-(3-ethoxy-2,2-difluoro-1(R/S)-hydroxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate 
• 153334-98-6 tert-butyl (4S)-4-(3-ethoxy-2,2-difluoro-3-oxopropyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 
• 153334-99-7 4-(2-carbamoyl-2,2-difluoro-ethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 153335-06-9 4-(3-amino-2,2-difluoro-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 95715-87-0 (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine 
• 153335-07-0 (S)-tert-butyl 5-(benzyloxycarbonylamino)-4,4-difluoro-1-hydroxypentan-2-ylcarbamate 

Downstream Products

• 183679-13-2 (2R,4R)-1-((S)-5-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4,4-difluoro-pentanoyl)-4-methyl-piperidine-2-carboxylic acid ethyl ester 
• 183679-14-3 (2R,4R)-1-[(S)-5-Benzyloxycarbonylamino-4,4-difluoro-2-(3-methyl-quinoline-8-sulfonylamino)-pentanoyl]-4-methyl-piperidine-2-carboxylic acid ethyl ester 

Relevant articles and documents

4,4-Difluorinated analogues of l-arginine and NG-hydroxy-l-arginine as mechanistic probes for nitric oxide synthase

4,4-Difluoro-l-arginine and 4,4-difluoro-NG-hydroxy-l-arginine were synthesized and shown to be substrates for the inducible isoform of nitric oxide synthase (iNOS). Binding of both fluorinated analogues to the NOS active site was also investigated using a spectral binding assay employing a heme domain construct of the inducible NOS isoform (iNOSheme). 4,4-Difluoro-NG-hydroxy-arginine was found to bind at the NOS active site in a unique manner consistent with a model involving ligation of the FeIII heme center by the oxygen atom of the NG-hydroxy moiety.