198217-06-0

Basic information

• Product Name: N^α-benzoyloxy-3-(tert-butoxycarbonylamino)propylamine
• Synonyms: N^α-benzoyloxy-3-(tert-butoxycarbonylamino)propylamine
• CAS NO: 198217-06-0
• Molecular Weight: 294.351
• Mol File: 198217-06-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N^α-benzoyloxy-3-(tert-butoxycarbonylamino)propylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N^α-benzoyloxy-3-(tert-butoxycarbonylamino)propylamine(198217-06-0)
• EPA Substance Registry System: N^α-benzoyloxy-3-(tert-butoxycarbonylamino)propylamine(198217-06-0)

Safety Data

• Hazardous Substances Data: 198217-06-0(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 75178-96-0 N-Boc-1,3-diaminopropane 
• 94-36-0 dibenzoyl peroxide 
• 93-59-4 Perbenzoic acid 

Downstream Products

• 198217-02-6 {3-[Benzoyloxy-((E)-oct-2-enoyl)-amino]-propyl}-carbamic acid tert-butyl ester 
• 1392827-20-1 tert-butyl (3-(2-phenylacetamido)propyl)carbamate 
• 778591-23-4 tert-butyl 4-((3-((benzoyloxy)amino)propyl)amino)-2-(2-((3-((benzoyloxy)amino)propyl)amino)-2-oxoethyl)-2-hydroxy-4-oxobutanoate 
• 864531-12-4 N-[3-(benzoyloxy-octadec-2-enoyl-amino)-propyl]-2-{[3-(benzoyloxy-octadec-2-enoyl-amino)-propylcarbamoyl]-methyl}-2-hydroxy-succinamic acid tert-butyl ester 
• 864531-06-6 N-(3-{benzoyloxy-[3-(4-trifluoromethyl-phenyl)-acryloyl]-amino}-propyl)-2-[(3-{benzoyloxy-[3-(4-trifluoromethyl-phenyl)-acryloyl]-amino}-propylcarbamoyl)-methyl]-2-hydroxy-succinamic acid tert-butyl ester 
• 864531-10-2 N-[3-(benzoyloxy-octanoyl-amino)-propyl]-2-{[3-(benzoyloxy-octanoyl-amino)-propylcarbamoyl]-methyl}-2-hydroxy-succinamic acid tert-butyl ester 
• 864531-08-8 [3-(N-acetyl-N-benzoyloxyamino)propyl]carbamic acid tert-butyl ester 
• 778591-27-8 2-tert-butyl-1,3-((3-N-benzoyloxy-3-N-(2-trans-dodecenoyl))propyl)diamide citrate 
• 778591-25-6 2-tert-butyl-1,3-((3-N-benzoyloxy-3-N-(2-trans-octenoyl))propyl)diamide citrate 
• 778591-26-7 2-tert-butyl-1,3-((3-N-benzoyloxy-3-N-crotonyl)propyl)diamide citrate 
• 778591-24-5 2-tert-butyl-1,3-((3-N-benzoyloxy-3-N-acetyl)propyl)diamide citrate 

Relevant articles and documents

Total synthesis of acinetoferrin

The total synthesis of a novel siderophore, acinetoferrin, is described. The key transformation involves the tandem oxidation and acylation of the N3-amino group of N1-BOC propane diamine prior to coupling with the external carboxyls of citric acid. A 'one-pot-two-step' reaction converted a primary amine (RNH2) into a O-benzoyl hydroxamate (i.e., RN(OOCPh)COR') in good yield (68%). These studies demonstrated the utility of the O-benzoyl protecting group in the synthesis of α,β-unsaturated hydroxamic acids.

Synthesis of secondary amines via N-(benzoyloxy)amines and organoboranes

A variety of primary amines (R-NH2) were converted to their corresponding N-(benzoyloxy)amines (i.e., R-NHOCOPh) under biphasic conditions in excellent yields (63-90%). The intermediate N- (benzoyloxy)amines were converted to their N-ethylamine derivatives upon reaction with triethylborane in THF in good yield (54-89%). These experiments demonstrated the similar chemistry of N-chloro- and N-(benzoyloxy)amines with organoboranes.