99281-90-0

Basic information

• Product Name: (S)-BOC-2-AMINO-3-PHENYL-PROPIONITRILE
• Synonyms: BOC-(S)-2-AMINO-3-PHENYL-PROPIONITRILE;BOC-L-PHE-NITRILE;(S)-BOC-2-AMINO-3-PHENYL-PROPIONITRILE;(S)-N-BOC-PHENYLALANINE-NITRILE;Boc-Phe-Nitrile;Carbamic acid, N-[(1S)-1-cyano-2-phenylethyl]-, 1,1-dimethylethyl ester;tert-butyl(S)-1-cyano-2-phenylethylcarbamate;Carbamic acid, (1-cyano-2-phenylethyl)-, 1,1-dimethylethyl ester, (S)-
• CAS NO: 99281-90-0
• Molecular Formula: C₁₄H₁₈N₂O₂
• Molecular Weight: 246.3
• EINECS: 250-274-2
• Product Categories: Aromatic
• Mol File: 99281-90-0.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 424 °C at 760 mmHg
• Flash Point: 210.3 °C
• Appearance: /
• Density: 1.107 g/cm³
• Vapor Pressure: 6.62E-07mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: Store at 0-5°C
• CAS DataBase Reference: (S)-BOC-2-AMINO-3-PHENYL-PROPIONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-BOC-2-AMINO-3-PHENYL-PROPIONITRILE(99281-90-0)
• EPA Substance Registry System: (S)-BOC-2-AMINO-3-PHENYL-PROPIONITRILE(99281-90-0)

Safety Data

• Hazardous Substances Data: 99281-90-0(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C14H18N2O2/c1-14(2,3)18-13(17)16-12(10-15)9-11-7-5-4-6-8-11/h4-8,12H,9H2,1-3H3,(H,16,17)/t12-/m0/s1

Upstream product

• 88463-18-7 (S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropionamide 
• 914955-62-7 [1-(4-methylbenzenesulfonyl)-2-phenylethyl]carbamic acid tert-butyl ester 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 72155-45-4 Boc-L-phenylalaninal 
• 63-91-2 L-phenylalanine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 119153-87-6 (C₅H₉O₂)C₉H₉NO(O)(CO₂C₂H₅) 
• 145625-14-5 (S)-2-(tert-butoxycarbonylamino)-3-phenylpropanal oxime 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 146552-72-9 (S)-2-(t-butoxycarbonylamino)-3-phenylpropylamine 
• 73148-70-6 α(L)-aminobenzylacetonitrile 
• 930101-83-0 C₁₄H₂₁N₃O₃ 
• 488152-11-0 2-[(methoxymethylene)amino]-3-phenylpropanenitrile 
• 488152-12-1 1,4-dibenzyl-5-aminoimidazole 
• 244778-28-7 (2-tert-butoxycarbonylamino-3-phenyl-propyl)-carbamic acid 4-nitro-phenyl ester 
• 872459-79-5 ((S)-1-carbamimidoyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester 

Relevant articles and documents

Dehydration of Chiral α-Amides to Chiral α-Nitriles Under the Appel Reaction Conditions

An efficient synthesis of Nα-protected amino nitriles from Nα-protected amino acid amides employing Ph3P, I2 and NMM was described. Various amino acid amides, protected by Fmoc, Z and Boc were conveniently conve

Optimization strategy of single-digit nanomolar cross-class inhibitors of mammalian and protozoa cysteine proteases

Cysteine proteases (CPs) are involved in a myriad of actions that include not only protein degradation, but also play an essential biological role in infectious and systemic diseases such as cancer. CPs also act as biomarkers and can be reached by active-

Synthesis and structure-activity relationship of nitrile-based cruzain inhibitors incorporating a trifluoroethylamine-based P2 amide replacement

The structure-activity relationship for nitrile-based cruzain inhibitors incorporating a P2 amide replacement based on trifluoroethylamine was explored by deconstruction of a published series of inhibitors. It was demonstrated that the P3 biphenyl substituent present in the published inhibitor structures could be truncated to phenyl with only a small loss of affinity. The effects of inverting the configuration of the P2 amide replacement and linking a benzyl substituent at P1 were observed to be strongly nonadditive. We show that plotting affinity against molecular size provides a means to visualize both the molecular size efficiency of structural transformations and the nonadditivity in the structure-activity relationship. We also show how the relationship between affinity and lipophilicity, measured by high-performance liquid chromatography with an immobilized artificial membrane stationary phase, may be used to normalize affinity with respect to lipophilicity.