174709-88-7

Upstream product

• 159517-29-0 (1S,2R)-2-hydroxy-3-cyclohexanecarboxylic acid 
• 158195-43-8 acetic acid (6S)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-(1R)-cyclohex-2-enyl ester 
• 158195-44-9 (1S,4S,5S,8S)-4-Iodo-8-methoxy-6-oxa-bicyclo[3.2.1]octan-7-one 
• 158252-23-4 (1S,2R)-2-methoxy-3-cyclohexenyl-1-carboxylic acid 
• 158195-45-0 (1S,5R,8S)-8-Methoxy-6-oxa-bicyclo[3.2.1]octan-7-one 
• 174709-87-6 (1S,2S,3R)-3-hydroxy-2-methoxycyclohexanecarboxylic acid 

Downstream Products

• 174709-90-1 (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl (1S,2S)-2-methoxy-3-oxocyclohexanecarboxylate 
• 174709-89-8 (1S,2S)-2-methoxy-3-oxocyclohexanecarbonyl fluoride 

Relevant academic research and scientific papers

Synthetic routes to a constrained ring analog of didemnin B

The didemnin class of biologically active cyclodepsipeptides, isolated from a marine tunicate, has shown antitumor, antiviral, and immunosuppressive activities. Synthetic studies were undertaken to prepare a modified analog of one of the most potent congeners, didemnin B (1). The side chain of the isostatine unit was tethered into the macrocycle via a cyclohexane ring in order to provide a more rigid conformation and determine the importance of this unit in bioactive compounds. This modification created a new macrocycle core and generated a diastereomeric mixture of a constrained analog of didemnin B (2).