33357-98-1

Upstream product

• 4530-20-5 BOC-glycine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 1013210-71-3 4-methoxybenzyl 2-(tert-butoxycarbonylamino)acetate 

Downstream Products

• 33426-33-4 [(S)-4-Methyl-2-(2-nitro-phenylsulfanylamino)-pentanoylamino]-acetic acid 4-methoxy-benzyl ester 
• 21233-28-3 [(S)-2-(2-Nitro-phenylsulfanylamino)-3-phenyl-propionylamino]-acetic acid 4-methoxy-benzyl ester 
• 21012-92-0 [(R)-3-Benzylsulfanyl-2-(2-nitro-phenylsulfanylamino)-propionylamino]-acetic acid 4-methoxy-benzyl ester 
• 497103-02-3 4-methoxybenzyl 2-diazo-2-trimethylsilylacetate 
• 68637-20-7 p-methoxybenzyl N-thioformyl-glycinate 
• 1013210-45-1 4-methoxybenzyl 2-(4-methoxybenzamido)acetate 
• 68637-22-9 p-methoxybenzyl 5-hydroxy-5-methyl-5,6-dihydro-4H-1,3-thiazine-4-carboxylate 
• 47460-54-8 ((S)-2-Amino-3-phenyl-propionylamino)-acetic acid 4-methoxy-benzyl ester 

Relevant academic research and scientific papers

Evolution of the total syntheses of ustiloxin natural products and their analogues

Ustiloxins A-F are antimitotic heterodetic cyclopeptides containing a 13-membered cyclic core structure with a synthetically challenging chiral tertiary alkyl-aryl ether linkage. The first total synthesis of ustiloxin D was achieved in 31 linear steps using an SNAr reaction. An NOE study of this synthetic product showed that ustiloxin D existed as a single atropisomer. Subsequently, highly concise and convergent syntheses of ustiloxins D and F were developed by utilizing a newly discovered ethynyl aziridine ring-opening reaction in a longest linear sequence of 15 steps. The approach was further optimized to achieve a better macrolactamization strategy. Ustiloxins D, F, and eight analogues (14-MeO-ustiloxin D, four analogues with different amino acid residues at the C-6 position, and three (9R,10S)-epi-ustiloxin analogues) were prepared via the second-generation route. Evaluation of these compounds as inhibitors of tubulin polymerization demonstrated that variation at the C-6 position is tolerated to a certain extent. In contrast, the S configuration of the C-9 methylamino group and a free phenolic hydroxyl group are essential for inhibition of tubulin polymerization.

Intermolecular Rhodium(II)-Catalyzed Reactions with Silicon-Substituted Carbonyl Ylides

(Matrix Presented) The Rh(II)-catalyzed reaction of benzyl 2-trialkylsilyl-2-diazoacetates with various acyclic and cyclic ketones affords novel dioxolanones via silicon-substituted carbonyl ylides in up to 98% yield.