79659-73-7

Basic information

• Product Name: L-Tryptophan, N-[(4-methylphenyl)sulfonyl]-, methyl ester
• CAS NO: 79659-73-7
• Molecular Formula: C19H20N2O4S
• Molecular Weight: 372.445
• Mol File: 79659-73-7.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: L-Tryptophan, N-[(4-methylphenyl)sulfonyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Tryptophan, N-[(4-methylphenyl)sulfonyl]-, methyl ester(79659-73-7)
• EPA Substance Registry System: L-Tryptophan, N-[(4-methylphenyl)sulfonyl]-, methyl ester(79659-73-7)

Safety Data

• Hazardous Substances Data: 79659-73-7(Hazardous Substances Data)

Upstream product

• 86658-77-7 5-Methoxy-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid methyl ester 
• 100-63-0 phenylhydrazine 
• 86658-77-7 1-<(4-Methylphenyl)sulfonyl>-2-(methoxycarbonyl)-5-methoxypyrrolidine 
• 7524-52-9 (S)-tryptophan methyl ester hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 67-56-1 methanol 
• 67850-42-4 3-(1H-indol-3-yl)-2(S)-{[(4-methylphenyl)sulfonyl]amino}propanoic acid 
• 4299-70-1 L-tryptophan methyl ester 
• 73-22-3 L-Tryptophan 
• 67488-65-7 (S)-methyl 1-tosylpyrrolidine-2-carboxylate 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 59-88-1 phenylhydrazine hydrochloride 
• 54-12-6 Trp 
• 67488-65-7 (RS)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid methyl ester 

Downstream Products

• 859163-36-3 N-(1-benzyloxyallyl)-N-tosyltryptophan methyl ester 
• 883149-52-8 (S)-methyl 2-(N-(but-2-ynyl)-N-tosylamino)-3-(1H-indol-3-yl)propanoate 
• 139712-95-1 C₁₈H₂₀N₂O₃S 
• 152873-15-9 (S)-3-((1-tosylaziridin-2-yl)methyl)-1H-indole 
• 1264148-75-5 (S)-methyl 2-((S)-3-(1H-indol-3-yl)-2-(4-methylphenylsulfonamido)propylamino)-3-(1H-indol-3-yl)propanoate 
• 1264148-96-0 (S)-methyl 2-(N-((S)-3-(1H-indol-3-yl)-2-(4-methylphenylsulfonamido)propyl)methylsulfonamido)-3-(1H-indol-3-yl)propanoate 
• 1264149-17-8 N-((S)-1-(N-((S)-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl)methylsulfonamido)-3-(1H-indol-3-yl)propan-2-yl)-4-methylbenzenesulfonamide 
• 1264149-36-1 3,3'-((2S,5S)-1-(methylsulfonyl)-4-tosylpiperazine-2,5-diyl)bis(methylene)bis(1H-indole) 
• 1208311-34-5 (S)-3-((1H-indol-3-yl)methyl)-8-methoxy-4-tosyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine 

Relevant articles and documents

Au(I)-Catalyzed Domino Cyclization of 1,6-Diynes Incorporated with Indole

We disclose herein a Au(I)-catalyzed domino cyclization of 1,6-diynes incorporated with indole. This protocol enabled the diastereoselective buildup of indole-fused azabicyclo[3.3.1]nonanes from linear precursors. Density functional theory calculations showed that the reaction proceeded via an unprecedented cascade dearomatization/rearomatization/dearomatization process. Independent gradient model analysis revealed that a noncovalent attractive interaction between the distal alkyne and the Au/proximal complex was responsible for the chemoselectivity of the first spirocyclization step.

Synthesis, Characterization, and Reactivity of an Ethynyl Benziodoxolone (EBX)-Acetonitrile Complex

The synthesis of a crystalline ethynyl-1,2-benziodoxol-3(1H)-one (EBX)-acetonitrile complex is described. EBX has been widely used as an active species for a variety of reactions; however, its high instability has so far prevented its isolation. The EBX-acetonitrile is self-assembled into a double-layered honeycomb structure through weak hypervalent iodine secondary interactions and hydrogen bonding. The N-ethynylation of a variety of sulfonamides using the EBX-acetonitrile complex as a substrate under mild conditions is also described.

Access to Spirocyclized Oxindoles and Indolenines via Palladium-Catalyzed Cascade Reactions of Propargyl Carbonates with 2-Oxotryptamines and Tryptamines

(Chemical Equation Presented). Reported here are methods for the direct construction of a range of spirocyclized oxindoles and indolenines in good to excellent yields. Specifically, we report the palladium-catalyzed reactions of oxindoles and indoles, both functioning as bis-nucleophiles, with propargyl carbonates to afford spirocyclic products having an exocyclic double bond on the newly formed ring. The reaction proceeds through a process wherein the first nucleophilic unit on the oxindole or indole reacts with an allenyl-palladium species, formed from oxidative addition of Pd(0) to propargyl carbonates, to generate a π-allyl palladium intermediate that then reacts further with the second nucleophilic component of the oxindole or indole. The cascade process forges two bonds en route to spirocyclized oxindole and indolenine products. The use of chiral phosphines renders the cyclization sequence enantioselective, providing spirocyclic products with modest to good enantioselectivities.