116400-16-9

Basic information

• Product Name: L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, 1,1-dimethylethyl ester
• CAS NO: 116400-16-9
• Molecular Formula: C18H27NO4
• Molecular Weight: 321.417
• Mol File: 116400-16-9.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, 1,1-dimethylethyl ester(116400-16-9)
• EPA Substance Registry System: L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, 1,1-dimethylethyl ester(116400-16-9)

Safety Data

• Hazardous Substances Data: 116400-16-9(Hazardous Substances Data)

Upstream product

• 107082-54-2 N-(tert-butyloxycarbonyl)-α,β-dehydroalanine tert-butyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 15100-75-1 L-phenylalanine tert-butyl ester hydrochloride 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 75-65-0 tert-butyl alcohol 
• 591-50-4 iodobenzene 
• 16874-17-2 L-phenylalanine tert-butyl ester 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 4530-18-1 2-(tert-butoxycarbonylamino)-3-phenylpropionic acid 
• 100-46-9 benzylamine 
• 90048-49-0 tert-butyl (2S)-2-amino-3-hydroxypropanoate 
• 59859-77-7 2-benzyloxycarbonylamino-3-hydroxy-propionic acid tert-butyl ester 
• 100-58-3 phenylmagnesium bromide 
• 178602-42-1 di-tert-butyl (S)-aziridine-1,2-dicarboxylate 

Downstream Products

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 16874-17-2 L-phenylalanine tert-butyl ester 
• 217326-89-1 N-[(1,1-dimethylethoxy)carbonyl]-4-iodo-L-phenylalanine 1,1-dimethylethyl ester 
• 63-91-2 L-phenylalanine 
• 673-06-3 D-(R)-phenylalanine 

Relevant articles and documents

Use of (S)-N-tert-butoxycarbonylaziridine-2-carboxylate derivatives for α-amino acid synthesis

(S)-tert-Butyl-N-tert-butoxycarbonylaziridine-2-carboxylate and (S)-tert-butyl-N-tert-butoxycarbonylaziridine-2-carboxamide were synthesised and found to react with copper 'catalysed' Grignard reagents to give protected α-amino acids in moderate to good yields.

Reevaluating the Substrate Specificity of the L-Type Amino Acid Transporter (LAT1)

The L-type amino acid transporter 1 (LAT1, SLC7A5) transports essential amino acids across the blood-brain barrier (BBB) and into cancer cells. To utilize LAT1 for drug delivery, potent amino acid promoieties are desired, as prodrugs must compete with millimolar concentrations of endogenous amino acids. To better understand ligand-transporter interactions that could improve potency, we developed structural LAT1 models to guide the design of substituted analogues of phenylalanine and histidine. Furthermore, we evaluated the structure-activity relationship (SAR) for both enantiomers of naturally occurring LAT1 substrates. Analogues were tested in cis-inhibition and trans-stimulation cell assays to determine potency and uptake rate. Surprisingly, LAT1 can transport amino acid-like substrates with wide-ranging polarities including those containing ionizable substituents. Additionally, the rate of LAT1 transport was generally nonstereoselective even though enantiomers likely exhibit different binding modes. Our findings have broad implications to the development of new treatments for brain disorders and cancer.

TRANSESTERIFICATION REACTION BY MEANS OF IRON CATALYST

Provided is a catalyst for transesterification reactions, which contains an iron salen complex. Also provided is a method for producing an ester compound, which is characterized by carrying out a transesterification reaction between a starting material ester and a starting material alcohol with use of the catalyst.