44924-99-4

Basic information

• Product Name: DL-alanine butyl ester
• Synonyms: DL-alanine butyl ester
• CAS NO: 44924-99-4
• Molecular Weight: 145.202
• Mol File: 44924-99-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 175.4±13.0 °C(Predicted)
• Density: 0.957±0.06 g/cm3(Predicted)
• CAS DataBase Reference: DL-alanine butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: DL-alanine butyl ester(44924-99-4)
• EPA Substance Registry System: DL-alanine butyl ester(44924-99-4)

Safety Data

• Hazardous Substances Data: 44924-99-4(Hazardous Substances Data)

Upstream product

• 56-41-7 L-alanin 
• 10065-72-2 L-Alanine methyl ester 
• 71-36-3 butan-1-ol 
• 1534344-81-4 Fmoc-Ala-OBu 
• 117402-81-0 n-butyl N-benzyloxycarbonylalaninoate 

Downstream Products

• 2749-11-3 (S)-Alaninol 
• 302-72-7 rac-Ala-OH 
• 1442452-21-2 (2S)-2-(((perfluorophenoxy)(phenoxy)phosphoryl)amino)propionic acid butyl ester 
• 24201-52-3 4-methyl-5-butoxy1,3-oxazole 
• 1375071-01-4 butyl N-[(S)-{[(4R,5R,7R,8R)-5-(2,4-dioxo-3,4-dihydro-pyrimidin-1(2H)-yl)-8-hydroxy-1,6-dioxaspiro[3.4]oct-7-yl]methoxy}(phenoxy)-phosphoryl]-L-alaninate 
• 1353757-51-3 (S,E)-n-butyl 2-methyl-2-(pyrrolidin-1-yl)-4-(p-toluenesulfonyl)but-3-enoate 
• 176239-88-6 (S)-N-(4-methyl-3-pentenyl)-N-tosylalanine butyl ester 
• 176239-76-2 (S)-N-benzyl-N-(4-methyl-3-pentenyl)alanine butyl ester 

Relevant articles and documents

Novel tenofovir mixed ester-amide prodrugs

The invention relates to novel tenofovir mixed ester-amide prodrugs or pharmaceutically acceptable salts thereof, a preparation method thereof, pharmaceutical compositions containing the prodrug compounds, and application of the prodrugs in preparation of drugs for treating virus infection such as hepatitis B virus (HBV) or human immunodeficiency virus (HIV) infection.

A mild removal of Fmoc group using sodium azide

A mild method for effectively removing the fluorenylmethoxycarbonyl (Fmoc) group using sodium azide was developed. Without base, sodium azide completely deprotected Nα-Fmoc-amino acids in hours. The solvent-dependent conditions were carefully studied and then optimized by screening different sodium azide amounts and reaction temperatures. A variety of Fmoc-protected amino acids containing residues masked with different protecting groups were efficiently and selectively deprotected by the optimized reaction. Finally, a biologically significant hexapeptide, angiotensin IV, was successfully synthesized by solid phase peptide synthesis using the developed sodium azide method for all Fmoc removals. The base-free condition provides a complement method for Fmoc deprotection in peptide chemistry and modern organic synthesis. Graphical Abstract: [Figure not available: see fulltext.]

Preparation of 2,3,4-trisubstituted piperidines by a formal hetero-ene reaction of amino acid derivatives

N-Benzyl- or N-tosyl-N-(4-methyl-3-pentenyl)amino aldehyde benzylimines, which are obtained from alanine, leucine, or phenylalanine methyl esters in five steps, can be cyclized diastereoselectively in the presence of Lewis acids to give 3-amino-2,4-dialkyl-substituted piperidines. The product distribution and diastereoselectivity depends on the type of Lewis acid and nitrogen-protecting group. Benzyl-protected imines give 2-alkyl-3-(benzylamino)-4-isopropenyl piperidines with FeCl3 and 2-alkyl-3-(benzylideneamino)-4-isopropylpiperidines with TiCl4. Tosyl-protected imines show a decreased level of selectivity. The relative configurations of the piperidines were established by NMR and X-ray crystal structure analyses. Iminium ion cyclization followed by two competitive ionic pathways, i.e. either proton elimination or hydride transfer are discussed for these reactions.