18598-80-6

Basic information

• Product Name: L-Phenylalanine, N-(triphenylmethyl)-, methyl ester
• CAS NO: 18598-80-6
• Molecular Formula: C29H27NO2
• Molecular Weight: 421.539
• Mol File: 18598-80-6.mol

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-(triphenylmethyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-(triphenylmethyl)-, methyl ester(18598-80-6)
• EPA Substance Registry System: L-Phenylalanine, N-(triphenylmethyl)-, methyl ester(18598-80-6)

Safety Data

• Hazardous Substances Data: 18598-80-6(Hazardous Substances Data)

Upstream product

• 15028-44-1 DL-phenylalanine methyl ester 
• 76-83-5 trityl chloride 
• 47672-25-3 N-trityl-L-phenylalanine 
• 63-91-2 L-phenylalanine 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 93266-75-2 C₃₄H₂₈N₄O₂ 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 100841-19-8 (S)-(-)-3-Phenyl-2-triphenylmethylamino-1-propanol 
• 107591-62-8 (2R,3S)-dimethyl <2-hydroxy-4-phenyl-3-(tritylamino)butyl>phosphonate 
• 107591-63-9 (2S,3S)-dimethyl <2-hydroxy-4-phenyl-3-(tritylamino)butyl>phosphonate 
• 214072-06-7 (3R,6S)-3,6-dibenzyl-3,6-dihydro-1H-pyridin-2-one 
• 214072-04-5 (2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide 
• 214072-05-6 (3R,6S)-N-[(2,4-Dimethoxyphenyl)methyl]-3,6-dibenzyl-3,6-dihydro-2-pyridone 
• 214072-02-3 1-[N-(1'S)-(1'-benzyl-prop-2'-enyl)amino]methyl-2,4-dimethoxybenzene 
• 153451-36-6 ((S)-1-Benzyl-allyl)-trityl-amine 
• 126410-30-8 (S)-1-phenylbut-3-en-2-amine 
• 107591-60-6 N-trityl-(S)-phenylalaninal 
• 647852-26-4 methyl (2S,3S)-3-(benzamido)-2-hydroxy-4-phenylbutanoate 
• 257296-68-7 methyl (4S,trans)-4,5-dihydro-2-benzyl-4-phenyl-5-carboxylate 
• 246523-10-4 methyl (2R,3S)-3-benzoylamino-2-hydroxy-4-phenylbutanoate 
• 145902-33-6 (S)-3-Amino-2-oxo-4-phenyl-butyric acid methyl ester; hydrochloride 

Relevant articles and documents

Double chirality transmission in trityl amines: Sensing molecular dynamic stereochemistry by circular dichroism and DFT calculations

Con-figured out: The tert-butyl group can be formally seen as "less" sterically demanding (M) than the methyl group (L). This is the case when a CD-active trityl group at the nitrogen atom is used to report the chirality of the carbon substituent with two

A practical diastereoselective synthesis of β-amino-α-hydroxy carboxylates

Practical synthetic routes to β-amino-α-hydroxy carboxylates (AHC) have been developed from amino acids. Reduction of β-amino-α- keto esters 6 with NaBH4 was found to give anti-AHCs 7 in high de, which were efficiently converted to the corresponding syn-AHCs 8 via oxazolidine ring 10 formation.

Reaction of N-trityl amino acids with BOP: Efficient synthesis of t-butyl esters as well as N-trityl serine- and threonine-β-lactones

Upon exposure to methoxymethylamine and BOP, the stable hydroxybenzotriazolyl amide of TrPheOH was isolated instead of the expected Weinreb amide. This amide behaves as an active amide similar to the Weinreb amide and could be used, among others, for the

Synthesis of alkene dipeptide isosteres employing the Wittig-Still rearrangement

A new approach to the synthesis of alkene dipeptide isosteres is reported which features the use of the [2,3]-Wittig-Still rearrangement, carried out in hexanes. Employing this rearrangement alkene dipeptide isosteres of 'Gly-Xxx' are accessible starting

New inhibitors of renin that contain novel phosphostatine Leu-Val replacements

A novel series of renin inhibitors based on the Phe8-His9-Leu10-Val11 substructure of renin's natural substrate, angiotensinogen, is reported. These inhibitors retain the Phe8-His9 portion of the native substructure and employ novel phosphostatine Leu10-Val11 replacements (LVRs). The phosphostatine LVRs were prepared by condensing a dialkyl phosphonate ester stabilized anion with either N-t-Boc-amino aldehydes or N-tritylamino aldehydes (derived from the corresponding amino acid). Structure-activity relationships at the Leu10 side chain revealed that the LVR derived from L-cyclohexylalanine provided a 130-fold boost in potency over the LVR derived from L-leucine. The dialkyl ester moiety was varied and a loss in potency was incurred when the alkyl ester was chain extended or α-branced; dimethyl esters provided optimum potency. The phosphonate moiety was replaced by a half-acid half-ester phosphonate and dimethylphosphinate; both replacements lead to a loss in potency. The more potent inhibitors (IC50 = 20-50 nM) were found to be selective inhibitors for renin over porcine pepsin and bovine cathepsin D (little or no inhibition was observed at 10-5 M).