221285-90-1

Basic information

• Product Name: L-Phenylalanine, N-[(4-nitrophenyl)sulfonyl]-, 1,1-dimethylethyl ester
• CAS NO: 221285-90-1
• Molecular Formula: C19H22N2O6S
• Molecular Weight: 406.459
• Mol File: 221285-90-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, N-[(4-nitrophenyl)sulfonyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, N-[(4-nitrophenyl)sulfonyl]-, 1,1-dimethylethyl ester(221285-90-1)
• EPA Substance Registry System: L-Phenylalanine, N-[(4-nitrophenyl)sulfonyl]-, 1,1-dimethylethyl ester(221285-90-1)

Safety Data

• Hazardous Substances Data: 221285-90-1(Hazardous Substances Data)

Upstream product

• 15100-75-1 L-phenylalanine tert-butyl ester hydrochloride 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 16874-17-2 L-phenylalanine tert-butyl ester 

Downstream Products

• 585527-69-1 N-(2-phenyl-2-oxoethyl)-N-(4-nitrobenzenesulfonyl)-L-phenylalanine tert-butyl ester 
• 585527-70-4 N-(2-(naphthalen-2-yl)-2-oxoethyl)-N-(4-nitrobenzenesulfonyl)-L-phenylalanine tert-butyl ester 
• 1190383-16-4 (R)-tert-butyl 2-(butylamino)-2-(4-nitrophenyl)-3-phenylpropanoate 
• 1235865-99-2 C₂₃H₃₀N₂O₆S 
• 1190383-17-5 (R)-tert-butyl 2-(octylamino)-2-(4-nitrophenyl)-3-phenylpropanoate 
• 1235866-30-4 C₂₇H₃₈N₂O₆S 
• 1190383-18-6 (R)-tert-butyl 2-(benzylamino)-2-(4-nitrophenyl)-3-phenylpropanoate 
• 1190383-14-2 (R)-tert-butyl 2-(ethylamino)-2-(4-nitrophenyl)-3-phenylpropanoate 
• 1190383-15-3 (R)-tert-butyl 2-(4-nitrophenyl)-3-phenyl-2-(propylamino)propanoate 
• 1190383-12-0 (R)-tert-butyl 2-(allylamino)-2-(4-nitrophenyl)-3-phenylpropanoate 
• 1190383-11-9 (S)-tert-butyl 2-(N-allyl-4-nitrophenylsulphonamido)-3-phenylpropanoate 
• 1190383-19-7 (R)-tert-butyl 2-(4-nitrophenyl)-3-phenyl-2-(prop-2-ynylamino)propanoate 
• 1190383-13-1 (R)-tert-butyl 2-(methylamino)-2-(4-nitrophenyl)-3-phenylpropanoate 
• 585527-68-0 N-(ethoxycarbonylmethyl)-N-(4-nitrobenzenesulfonyl)-L-phenylalanine tert-butyl ester 

Relevant articles and documents

DBU Catalysed Enantioselective Degradative Rearrangement: a Way to Tetrasubstituted 2-Aryl-2-Amino Esters

Herein we report a catalytic, easily scalable protocol for the enantioselective synthesis of Tetrasubstituted α-aryl-α-amino acid derivatives, using a biphasic system composed by catalytic DBU in DME and aqueous solutions of Na2CO3. Under very mild reaction conditions, without using metal or chiral additives, this heterogeneous system promotes the degradative rearrangement of functionalized N-aryl sulphonyl α-amino esters into the corresponding tetrasubstituted 2-aryl-2-amino esters, with high enantiomeric ratios (up to 97.5:2.5) and good yields (up to 95%). (Figure presented.).

Novel synthesis of 3,4-dihydro-5-bromo[1,4]oxazin-2-one derivatives, new protease inhibitor scaffold

We designed and synthesized a new class of serine protease inhibitors based on the oxazinone core. To this end, we first developed a short and efficient route to synthesize a new 3,4-dihydro[1,4]oxazin-2-one ring. Then we successfully synthesised the corresponding 5-bromo derivatives which have never been reported before, and demonstrated their inhibitory activities on α-chymotrypsin.