158195-43-8

Basic information

• Product Name: 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
• Synonyms: 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
• CAS NO: 158195-43-8
• Molecular Weight: 381.493
• Mol File: 158195-43-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 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(CAS DataBase Reference)
• NIST Chemistry Reference: 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(158195-43-8)
• EPA Substance Registry System: 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(158195-43-8)

Safety Data

• Hazardous Substances Data: 158195-43-8(Hazardous Substances Data)

Upstream product

• 94594-90-8 (2R)-bornane-10,2-sultam 
• 1515-76-0 1-acetoxy-1,3-butadiene 
• 94594-91-9 acrylcamphorsultam 

Downstream Products

• 159517-29-0 (1S,2R)-2-hydroxy-3-cyclohexanecarboxylic acid 
• 174709-90-1 (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl (1S,2S)-2-methoxy-3-oxocyclohexanecarboxylate 
• 174709-88-7 (1S,2S)-2-methoxy-3-oxocyclohexanecarboxylic acid 
• 174709-89-8 (1S,2S)-2-methoxy-3-oxocyclohexanecarbonyl fluoride 
• 174709-87-6 (1S,2S,3R)-3-hydroxy-2-methoxycyclohexanecarboxylic acid 
• 159581-81-4 methyl (1S,2S)-3-(N-hydroxylamino)-2-methoxycyclohexane carboxylate 
• 159415-28-8 2-methoxy-3-cyclohexenyl-1-carboxylic acid fluoride 
• 158195-46-1 methyl (1S,2S,3R)-3-hydroxy-2-methoxy-1-cyclohexanecarboxylate 

Relevant articles and documents

Total synthesis of a conformationally constrained didemnin B analog

The total synthesis of a didemnin B analogue containing a conformationally constrained replacement for the isostatine moiety is reported. Synthetic highlights include an improved preparation of 2-hydroxy-3-cyclohexenecarboxylic acid and a new strategy for accessing the macrocycle.

Synthetic studies of a constrained ring didemnin analog

An asymmetric Diels-Alder reaction in the presence of 3.0 M lithium perchlorate-diethyl ether was used to generate the initial stereochemistry for a cyclohexane amino acid (3), a key intermediate in the preparation of a fused ring didemnin analog. This constrained ring macrocycle should provide insight into the binding site conformation of the bioactive species.