618902-48-0

Basic information

• Product Name: Carbamic acid, [4-[[(2-nitrophenyl)sulfonyl]amino]butyl]-, 2-(trimethylsilyl)ethyl ester
• CAS NO: 618902-48-0
• Molecular Formula: C16H27N3O6SSi
• Molecular Weight: 417.558
• Mol File: 618902-48-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [4-[[(2-nitrophenyl)sulfonyl]amino]butyl]-, 2-(trimethylsilyl)ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [4-[[(2-nitrophenyl)sulfonyl]amino]butyl]-, 2-(trimethylsilyl)ethyl ester(618902-48-0)
• EPA Substance Registry System: Carbamic acid, [4-[[(2-nitrophenyl)sulfonyl]amino]butyl]-, 2-(trimethylsilyl)ethyl ester(618902-48-0)

Safety Data

• Hazardous Substances Data: 618902-48-0(Hazardous Substances Data)

Upstream product

• 1694-92-4 2-Nitrobenzenesulfonyl chloride 
• 80149-80-0 2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate 
• 682812-50-6 N¹-[(2-trimethylsilyl)ethoxycarbonyl]-1,4-butanediamine 
• 121750-77-4 2-(trimethylsilyl)ethyl-p-nitrophenyl carbonate 
• 211512-13-9 N-(4-aminobutan-1-yl)-2-nitrobenzenesulfonamide 

Downstream Products

• 618902-51-5 {4-[(3-hydroxy-butyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 618902-65-1 {4-[{3-[{3-[3-(4-tert-butoxy-phenyl)-2-butyrylamino-propionylamino]-propyl}-(2-nitro-benzenesulfonyl)-amino]-1-methyl-propyl}-(2-nitro-benzenesulfonyl)-amino]-butyl}-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 618902-62-8 {4-[{3-[{3-[3-(4-tert-butoxy-phenyl)-2-butyrylamino-propionylamino]-propyl}-(2-nitro-benzenesulfonyl)-amino]-butyl}-(2-nitro-benzenesulfonyl)-amino]-butyl}-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 618902-54-8 {3-[{3-[{4-[3-(4-tert-butoxy-phenyl)-2-butyrylamino-propionylamino]-butyl}-(2-nitro-benzenesulfonyl)-amino]-1-methyl-propyl}-(2-nitro-benzenesulfonyl)-amino]-propyl}-carbamic acid tert-butyl ester 
• 618902-59-3 {3-[{3-[{4-[3-(4-tert-butoxy-phenyl)-2-butyrylamino-propionylamino]-butyl}-(2-nitro-benzenesulfonyl)-amino]-butyl}-(2-nitro-benzenesulfonyl)-amino]-propyl}-carbamic acid tert-butyl ester 
• 618902-52-6 {4-[{3-[(3-tert-butoxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-(2-nitro-benzenesulfonyl)-amino]-butyl}-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 618902-61-7 {4-[{3-[(3-amino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-(2-nitro-benzenesulfonyl)-amino]-butyl}-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 618902-63-9 [4-(3-{3-[3-(4-tert-butoxy-phenyl)-2-butyrylamino-propionylamino]-propylamino}-butylamino)-butyl]-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 618902-66-2 [4-(3-{3-[3-(4-tert-butoxy-phenyl)-2-butyrylamino-propionylamino]-propylamino}-1-methyl-propylamino)-butyl]-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 618902-64-0 {4-[{3-[(3-amino-propyl)-(2-nitro-benzenesulfonyl)-amino]-1-methyl-propyl}-(2-nitro-benzenesulfonyl)-amino]-butyl}-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 618902-53-7 {3-[{3-[(4-amino-butyl)-(2-nitro-benzenesulfonyl)-amino]-1-methyl-propyl}-(2-nitro-benzenesulfonyl)-amino]-propyl}-carbamic acid tert-butyl ester 
• 618902-58-2 {3-[{3-[(4-amino-butyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-(2-nitro-benzenesulfonyl)-amino]-propyl}-carbamic acid tert-butyl ester 
• 133805-32-0 NPS 019 
• 133805-33-1 Agel 416 

Relevant articles and documents

Fukuyama-Mitsunobu alkylation in amine synthesis on solid phase revisited: N-alkylation with secondary alcohols and synthesis of curtatoxins

The Fukuyama-Mitsunobu amination strategy has emerged as an efficient means of N-alkylation of peptides and sulfonamides, as well as a method for synthesis of polyamines on solid phase. Here, an array of reagent combinations for solid-phase alkylation wit

The choice of phosphane reagent in Fukuyama-Mitsunobu alkylation: Intramolecular selectivity between primary and secondary alcohols in the preparation of asymmetric tetraamine building blocks for synthesis of philanthotoxins

Philanthotoxin-433 (PhTX-433) is a polyamine wasp toxin that antagonizes certain ionotropic receptors noncompetitively. Four analogues of PhTX-433, C-methylated in the polyamine chain, were synthesized from (RS)-1,3-butanediol, two diamine building blocks, and an activated/protected tyrosine derivative. Use of a phosphane reagent more bulky than trimethylphosphane gave a high intramolecular selectivity between primary and secondary hydroxy groups in the Fukuyama-Mitsunobu reaction. Thus, trimethylphosphane proved to be the only phosphane reagent that enabled alkylation of 2-nitrobenzenesulfonamides with a wide range of secondary alcohols, whereas tributylphosphane was selective for primary alcohol groups. This selectivity was utilized to obtain orthogonally protected, asymmetric, branched tetraamines, employed for solution-phase synthesis of philanthotoxin analogues. The branched philanthotoxin analogues thus obtained were tested in an electrophysiological assay using rat brain ionotropic glutamate receptors expressed in Xenopus laevis oocytes. Their potencies proved to be similar to the corresponding nonbranched analogues. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.