378242-08-1

Basic information

• Product Name: 4H-1,3-Benzodioxin-4-one, 5-ethenyl-2,2-dimethyl-
• CAS NO: 378242-08-1
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• Mol File: 378242-08-1.mol

Chemical Properties

• CAS DataBase Reference: 4H-1,3-Benzodioxin-4-one, 5-ethenyl-2,2-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1,3-Benzodioxin-4-one, 5-ethenyl-2,2-dimethyl-(378242-08-1)
• EPA Substance Registry System: 4H-1,3-Benzodioxin-4-one, 5-ethenyl-2,2-dimethyl-(378242-08-1)

Safety Data

• Hazardous Substances Data: 378242-08-1(Hazardous Substances Data)

Upstream product

• 164014-40-8 2,2-dimethyl-5-trifluoromethylsulfonyloxy-4H-(1,3)benzodioxin-4-one 
• 754-05-2 ethenyltrimethylsilane 
• 154714-19-9 5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 

Downstream Products

• 378242-07-0 2-(4-carboxybenzyloxy)-6-(2-mercaptoethyl)benzoic acid 
• 477351-09-0 2-(3-carboxybenzyloxy)-6-(2-mercaptoethyl)benzoic acid 
• 378242-75-2 2-(2-carboxybenzyloxy)-6-(2-mercaptoethyl)benzoic acid 
• 378242-74-1 2-(benzyloxy)-6-(2-mercaptoethyl)benzoic acid 
• 1382034-37-8 methyl 4-((1-oxoisothiochroman-8-yloxy)methyl)benzoate 
• 1382034-36-7 methyl 3-((1-oxoisothiochroman-8-yloxy)methyl)benzoate 
• 1382034-35-6 methyl 2-((1-oxoisothiochroman-8-yloxy)methyl)benzoate 
• 1382034-34-5 8-(benzyloxy)isothiochroman-1-one 
• 1382034-32-3 methyl 4-(1-oxoisothiochroman-8-yl)benzoate 
• 1382034-30-1 methyl 2-(1-oxoisothiochroman-8-yl)benzoate 
• 1382034-29-8 8-phenylisothiochroman-1-one 
• 1382034-26-5 2-hydroxy-6-(2-mercaptoethyl)benzoic acid 
• 1338594-75-4 C₄₉H₆₃N₃O₈Si 

Relevant articles and documents

SOMATOSTATIN MIMETICS

Somatostatin is a tetradecapeptide that regulates, through binding to its receptors (SSTRs), a number of processes including the release of growth hormone and other pituitary hormones. Disclosed herein are a number of somatostatin mimetics that exhibit potential utility as therapeutic agents. Formula (I)

Synthesis of a benzomacrolactone-based somatostatin mimetic

The benzomacrolactone is a framework found in numerous natural products. The synthesis of an orthogonally functionalized benzomacrolactone from d-glucosamine and a salicylic acid derivative is described. This macrolactone was used for the synthesis of a somatostatin mimetic that has submicromolar affinity for the human somatostatin receptor 4 (hSSTR4).

Development of a general, sequential, ring-closing metathesis/ intramolecular cross-coupling reaction for the synthesis of polyunsaturated macrolactones

A general strategy for the construction of macrocyclic lactones containing conjugated Z,Z-1,3-diene subunits is described. The centerpiece of the strategy is a sequential ring-closing metathesis (RCM) that forms an unsaturated siloxane ring, followed by an intramolecular cross-coupling reaction with a pendant alkenyl iodide. A highly modular assembly of the various precursors allowed the preparation of unsaturated macrolactones containing 11-, 12-, 13-, and 14-membered rings. Although the RCM process proceeded uneventfully, the intramolecular cross-coupling required extensive optimization of palladium source, solvent, fluoride source, and particularly fluoride hydration level. Under the optimal conditions (including syringe pump high dilution), the macrolactones were produced in 53-78% yield as single stereoisomers. A benzo-fused 12-membered-ring macrolactone containing an E,Z-1,3-diene unit was also prepared by the same general strategy. The E-2-styryl iodide was prepared by a novel Heck reaction of an aryl nonaflate with vinyltrimethylsilane followed by iododesilylation with ICl.