915376-32-8

Basic information

• Product Name: benzyl 3-bromo-4-hydroxy-9H-carbazole-9-carboxylate
• Synonyms: benzyl 3-bromo-4-hydroxy-9H-carbazole-9-carboxylate
• CAS NO: 915376-32-8
• Molecular Weight: 396.24
• Mol File: 915376-32-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyl 3-bromo-4-hydroxy-9H-carbazole-9-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 3-bromo-4-hydroxy-9H-carbazole-9-carboxylate(915376-32-8)
• EPA Substance Registry System: benzyl 3-bromo-4-hydroxy-9H-carbazole-9-carboxylate(915376-32-8)

Safety Data

• Hazardous Substances Data: 915376-32-8(Hazardous Substances Data)

Upstream product

• 915376-30-6 benzyl 4-{[(benzyloxy)carbonyl]oxy}-9H-carbazole-9-carboxylate 
• 501-53-1 benzyl chloroformate 
• 52602-39-8 9H-carbazol-4-ol 
• 915376-31-7 benzyl 4-hydroxy-9H-carbazole-9-carboxylate 

Downstream Products

• 915376-33-9 benzyl 3-bromo-1,4-dioxo-1,4-dihydro-9H-carbazole-9-carboxylate 

Relevant articles and documents

Concise and efficient synthesis of calothrixin B

A convergent synthesis of the naturally occurring alkaloid Calothrixin B is presented, which used a regioselective hetero-Diels-Alder reaction between a "push-pull" 2-aza-diene and a N-protected 3-bromo-9H-carbazole-1,4- dione to construct the five-ring skeleton of the molecule. Protection of the indole motif with a benzyl group was unattractive for delivery of sufficient target material because the removal of the protecting group had not been high yielding. We therefore elected to temporarily protect the indole motif with a more labile benzyloxycarbonyl group. Accordingly, the synthesis of calothrixin B proceeded in 17% overall yield over 9 steps from the commercially available 1,2,3,9-tetrahydro-4H-carbazol-4-one.