361519-99-5

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 113089-15-9 (S)-2-methoxycarbonylamino-3-(4-methoxyphenyl)-propionic acid methyl ester 
• 4089-07-0 L-tyrosine ethyl ester monohydrochloride 
• 60-18-4 L-tyrosine 
• 58559-09-4 Ethyl N-(p-tosyl)tyrosinate 
• 361520-05-0 (S)-2-[(methoxycarbonyl)amino]-3-(4-methoxyphenyl) propan-1-ol 
• 333999-53-4 (3S,1S')-1-[2'-acetoxy-1'-(4-methoxybenzyl)-ethyl]-3-[N-acetyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione 
• 333999-52-3 (3S,1S')-1-[2'-acetoxy-1'-(4-methoxybenzyl)-ethyl]-3-[N-acetyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]deca-6,9-dien-2,8-dione 
• 333999-54-5 (3S,1S')-1-[2'-hydroxy-1'-(4-methoxybenzyl)-ethyl]-3-[N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione 
• 333999-50-1 (S)-2-{(S)-1-[N-(4-methylphenyl)sulfonylamino]-2-(4-hydroxyphenyl)ethyl}-4-(4-methoxybenzyl)-2-oxazoline 
• 333999-51-2 N-{(S)-1-[(S)-1-Hydroxymethyl-2-(4-methoxy-phenyl)-ethyl]-2,8-dioxo-1-aza-spiro[4.5]deca-6,9-dien-3-yl}-4-methyl-benzenesulfonamide 
• 20989-19-9 (2S)-2-amino-3-(4-methoxyphenyl)propan-1-ol 
• 4703-32-6 (S)-2-[N-(4-methylphenyl)sulfonylamino]-3-(4-hydroxyphenyl) propionic acid 
• 333999-55-6 (3S,1S')-1-[2'-hydroxy-1'-(4-methoxybenzyl)-ethyl]-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione 

Downstream Products

• 361520-02-7 (3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decane-8-ol 
• 361520-03-8 2,2,2-trifluoro-N-(1-{1-formyl-2-[4-(3-methyl-but-2-enyloxy)-phenyl]-ethyl}-8-oxo-1-aza-spiro[4.5]dec-3-yl)-N-methyl-acetamide 
• 361520-01-6 (3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-amino]-1-azaspiro[4.5]decane-8-ol 
• 361520-04-9 (3S,1S')-1-{1'-formyl-2'-[4-(3-methyl-but-2-enyloxy)phenyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decan-8-one 
• 361520-00-5 (3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione 

Relevant academic research and scientific papers

Synthetic ventures inspired by biosynthetic hypotheses: the evolution of a method for the oxidative amidation of phenols

We describe the development of a technique for the oxidative conversion of 4-alkyl phenols to derivatives of the corresponding 4-alkyl-4-amino-2,5-cyclohexanediones. This transformation, which was inspired by biogenetic considerations, constitutes a key s

Total synthesis of tricyclic azaspirane derivatives of tyrosine: FR901483 and TAN1251C

A solution to the long-standing problem presented by the oxidative cyclization of a phenolic 3-arylpropionamide to a spirolactam has been developed in this laboratory via oxazoline chemistry. This research was motivated by our interest in some novel tricyclic azaspirane natural products formally derived from tyrosine, such as FR901483 and TAN1251C. In this paper, we disclose full details of the total synthesis of these substances.