82267-36-5

Basic information

• Product Name: N-Cbz-beta-alanine ethyl carbonic anhydride
• Synonyms: N-Cbz-beta-alanine ethyl carbonic anhydride
• CAS NO: 82267-36-5
• Molecular Weight: 295.292
• Mol File: 82267-36-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-Cbz-beta-alanine ethyl carbonic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cbz-beta-alanine ethyl carbonic anhydride(82267-36-5)
• EPA Substance Registry System: N-Cbz-beta-alanine ethyl carbonic anhydride(82267-36-5)

Safety Data

• Hazardous Substances Data: 82267-36-5(Hazardous Substances Data)

Upstream product

• 2304-94-1 3-(benzyloxycarbonylamino)propanoic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 82267-34-3 4-benzyloxycarbonylamino-1-bromo-2-butanone 
• 865487-27-0 benzyl (2R,3R,4'S)-5-(N-benzyloxycarbonyl)-amino-3-hydroxy-2-(4'-thiophenyl-2-'oxoazetidin-1'-yl)pentanoate 
• 865487-55-4 benzyl (2R,3R)-5-(N-benzyloxycarbonyl)-amino-3-hydroxy-2-(2-'oxoazetidin-1'-yl)pentanoate 
• 116181-65-8 (2S,3R)-benzyl N⁵-benzyloxycarbonylamino-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate 
• 65564-05-8 3-[(benzyloxycarbonyl)amino]propanal 
• 34637-22-4 3-[(N-benzyloxycarbonyl)amino]propanol 
• 886-64-6 N^β-benzyloxycarbonyl-β-alaninamide 
• 82267-35-4 Diazo-(N-benzyloxycarbonyl-β-alanyl)methane 

Relevant articles and documents

SUSTAINED RELEASE DELIVERY SYSTEMS COMPRISING TRACELESS LINKERS

Described herein are drug delivery systems for delivering biologically active agents comprising primary or secondary amines, or a ring nitrogen atom of an azaheteroaryl ring, pharmaceutically acceptable salts thereof, drug delivery reagents related theret

EPC-synthesis of β-amino acid derivatives through lithiated hydropyrimidines

Racemic and enantiopure 2-tert-butyltetrahydropyrimidinones (from pivalaldehyde and 3-aminocarboxylic acids) are converted to Alloc-, Boc-, and Z-protected cyclic imino esters (7-10, Schemes 2-4). These are deprotonated to Li enaminates (K, L). Reactions with electrophiles (prim., sec. alkyl, allyl, benzyl, propargyl halides, aldehydes, imines, enoates) give good yields and are highly diastereoselective (products 11-42, Schemes 5-10). A two-step cleavage (removal of protecting group and hydrolysis) under very mild conditions converts the heterocyclic products to α-branched β-amino acid methyl esters (43-61, Schemes 11-13). The structure of the products is determined by NMR spectroscopy (Figure 1), by chemical correlation (Scheme 14), and by X-ray analysis (Figure 2, 3, 7, Table 1). A structure of the Li enaminates is proposed (Figure 4). Mechanistic models are derived for the reactions occurring with formation of two stereogenic centers with relative topicity like (Figures 5, 6).

Synthesis and Stereochemistry of Hypusine, a New Amino Acid in Bovine Brain

Hypusine, a new basic amino acid occurring in the homogenate of bovine brain tissue, was synthesized to determine the absolute structure.Nα-Benzyloxycarbonyl-L-lysine benzyl ester was coupled with (S)- or (R)-4-benzyloxycarbonylamino-1-bromo-2-butanol derived from L- or D-malic acid, respectively.The products were deprotected by catalytic dehydrogenation.One of the synthetic compounds, i.e., (2S,9R)-2,11-diamino-9-hydroxy-7-azaundecanoic acid, was completely identical with natural hypusine in all respects.