216502-86-2

Basic information

• Product Name: (S)-3-(4-Methoxy-3-nitro-phenyl)-2-(3-trifluoromethyl-benzenesulfonylamino)-propionic acid tert-butyl ester
• Synonyms: (S)-3-(4-Methoxy-3-nitro-phenyl)-2-(3-trifluoromethyl-benzenesulfonylamino)-propionic acid tert-butyl ester
• CAS NO: 216502-86-2
• Molecular Weight: 504.484
• Mol File: 216502-86-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-3-(4-Methoxy-3-nitro-phenyl)-2-(3-trifluoromethyl-benzenesulfonylamino)-propionic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-(4-Methoxy-3-nitro-phenyl)-2-(3-trifluoromethyl-benzenesulfonylamino)-propionic acid tert-butyl ester(216502-86-2)
• EPA Substance Registry System: (S)-3-(4-Methoxy-3-nitro-phenyl)-2-(3-trifluoromethyl-benzenesulfonylamino)-propionic acid tert-butyl ester(216502-86-2)

Safety Data

• Hazardous Substances Data: 216502-86-2(Hazardous Substances Data)

Upstream product

• 216502-63-5 (S)-3-(4-Methoxy-3-nitro-phenyl)-2-(2,2,2-trifluoro-acetylamino)-propionic acid tert-butyl ester 
• 16874-12-7 Tyr(tBu) 
• 67-56-1 methanol 
• 432515-23-6 t-butyl (S)-3-(4-hydroxy-3-nitrophenyl)-2-(3-trifluoromethyl-1-benzenesulfonylamino)-propionate 
• 777-44-6 3-(Trifluoromethyl)benzenesulfonyl chloride 
• 216502-85-1 (S)-2-Amino-3-(4-methoxy-3-nitro-phenyl)-propionic acid tert-butyl ester 

Downstream Products

• 216502-89-5 N-(meta-trifluoromethyl-benzenesulfonyl)-O-methyl-ortho-[6-N,N'-(diterbutoxycarbonyl)guanidino-caproyl]-amino-L-tyrosine terbutylester 
• 216502-88-4 (S)-3-[3-(6-Benzyloxycarbonylamino-hexanoylamino)-4-methoxy-phenyl]-2-(3-trifluoromethyl-benzenesulfonylamino)-propionic acid tert-butyl ester 
• 216502-87-3 t-butyl O-methyl-meta-amino-N-[3-(trifluoromethyl)phenylsulfonyl]-L-tyrosinate 

Relevant articles and documents

Chemoselective O-methylation of N-acylated/sulfonylated tyrosine derivatives

Methyl ethers (6a and 6b) of N-trifluoroacetyl- and N-(m-trifluoromethyl) phenylsulfonyl-6-nitro-tyrosine t-butyl ester were readily prepared by modified Mitsunobu reaction (DPPE, DIAD, MeOH). Williamson (MeI, K2CO3 or Li2CO3 or NaOH under phase transfer) and classical Mitsunobu conditions (PPh3, DEAD, MeOH) gave O,N-dimethylated derivatives (7a and 7b) as side or main products. O- versus N-selectivity in tyrosine methylation reactions depends on both pKa values and steric factors.