663919-08-2

Upstream product

• 663919-07-1 epi-4R-{2S-[2-(3R-hydroxy-7-tritylsulfanylhept-4E-enoylamino)propionylamino]-3-tritylsulfanylpropionylamino}-5R-methyl-3S-triisopropylsilanyloxyhexanoic acid 2,2,2-trichloroethyl ester 
• 180973-22-2 (2E)-5-[(triphenylmethyl)thio]-2-pentenal 
• 182360-34-5 D-N-(tert-butoxycarbonyl)valine pentafluorophenyl ester 
• 663918-97-6 (4R)-4-(tert-butoxycarbonylamino)-5-methyl-3-oxo-hexanoic acid methyl ester 
• 245445-74-3 (3S,4R)-4-tert-Butoxycarbonylamino-3-hydroxy-5-methyl-hexanoic acid 
• 663918-98-7 (3S,4R)-4-(tert-butoxycarbonylamino)-3-hydroxy-5-methylhexanoic acid methyl ester 
• 663918-99-8 4R-tert-butoxycarbonylamino-3S-hydroxy-5-methylhexanoic acid 2,2,2-trichloroethyl ester 
• 663918-96-5 3R-hydroxy-1-(4R-isopropyl-2-thioxothiazolidin-3-yl)-7-tritylsulfanylhept-4E-en-1-one 
• 663919-00-4 4R-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3S-tritylsulfanylpropionylamino]-3S-hydroxy-5-methylhexanoic acid 2,2,2-trichloroethyl ester 
• 663919-02-6 4R-{2-[2R-(9H-fluoren-9-ylmethoxycarbonylamino)propionylamino]-3S-tritylsulfanylpropionylamino}-5-methyl-3-triisopropylsilanyloxyhexanoic acid 2,2,2-trichloroethyl ester 
• 663919-01-5 4R-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3S-tritylsulfanylpropionylamino]-5-methyl-3-triisopropylsilanyloxyhexanoic acid 2,2,2-trichloroethyl ester 

Downstream Products

• 663919-09-3 12R-isopropyl-6R-methyl-13S-triisopropylsilanyloxy-2R-[4-(triphenyl-λ-sulfanyl)but-1E-enyl]-9S-tritylsulfanylmethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone 

Relevant academic research and scientific papers

Total Synthesis of Spiruchostatin A, a Potent Histone Deacetylase Inhibitor

The total synthesis of spiruchostatin A was accomplished, unambiguously confirming its structure. Key steps included the use of the Nagao thiazolidinethione auxiliary for a diastereoselective acetate aldol reaction and as an activated acylating agent for amide formation, and macrolactonization by the Yamaguchi protocol. Spiruchostatin A is shown to have biological activity similar to that of FK228, a potent histone deacetylase (HDAC) inhibitor in clinical trials. The spiruchostatin A analogue, epimeric at the β-hydroxy acid, is inactive, highlighting the importance of stereochemistry at this position for interactions with HDACs. Copyright