1352575-49-5

Basic information

• Product Name: (2R,3aR,8aS)-8-benzyl 1-tert-butyl 3a-(2-formyl-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-1,8(2H,8aH)-dicarboxylate
• Synonyms: (2R,3aR,8aS)-8-benzyl 1-tert-butyl 3a-(2-formyl-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-1,8(2H,8aH)-dicarboxylate
• CAS NO: 1352575-49-5
• Molecular Weight: 594.667
• Mol File: 1352575-49-5.mol

Chemical Properties

• CAS DataBase Reference: (2R,3aR,8aS)-8-benzyl 1-tert-butyl 3a-(2-formyl-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-1,8(2H,8aH)-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3aR,8aS)-8-benzyl 1-tert-butyl 3a-(2-formyl-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-1,8(2H,8aH)-dicarboxylate(1352575-49-5)
• EPA Substance Registry System: (2R,3aR,8aS)-8-benzyl 1-tert-butyl 3a-(2-formyl-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-1,8(2H,8aH)-dicarboxylate(1352575-49-5)

Safety Data

• Hazardous Substances Data: 1352575-49-5(Hazardous Substances Data)

Upstream product

• 151872-21-8 (R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid methyl ester 
• 501-53-1 benzyl chloroformate 
• 1352575-47-3 (2R,3aS,8aS)-8-benzyl 1-tert-butyl 2-methyl 3a-bromo-3,3a-dihydropyrrolo[2,3-b]indole-1,2,8(2H,8aH)-tricarboxylate 
• 1352575-55-3 (R)-benzyl 3-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)-1H-indole-1-carboxylate 
• 19005-93-7 1H-indol-2-ylcarboxaldehyde 
• 1352575-48-4 (2R,3aS,8aS)-8-benzyl 1-tert-butyl 3a-bromo-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-1,8(2H,8aH)-dicarboxylate 

Downstream Products

• 1352575-50-8 (2R,3aR,8aS)-8-benzyl 1-tert-butyl 3a-(1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-1,8(2H,8aH)-dicarboxylate 
• 1352575-56-4 (2R,3aR,8aS)-8-benzyl 1-tert-butyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-1,8(2H,8aH)-dicarboxylate 
• 1352575-54-2 (3aR,8aS)-benzyl 3a-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-(methylcarbamoyl)-3,3a-dihydropyrrolo[2,3-b]indole-8(8aH)-carboxylate 
• 1352575-53-1 (5aS,10bR)-benzyl 10b-(1-((benzyloxy)carbonyl)-1H-indol-3-yl)-2-methyl-1,3,4-trioxo-3,4,5a,10b-tetrahydro-1H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-6(2H)-carboxylate 
• 1352575-51-9 C₃₆H₃₂N₄O₅ 

Relevant articles and documents

Lithium bis-catechol borate as an effective reductive quencher in photoredox catalysis

The use of lithium bis-catechol borate (LiB(cat)2) as a reductive quencher for the photoredox mediated intermolecular C–H functionalization of various heteroaromatics with bromopyrroloindolines is described. LiB(cat)2 offers a financial benefit over state-of-the-art quenchers currently in use while eliminating the side reactions that typically plague these couplings. The advantage of this methodology is highlighted by the synthesis of C3–C2’ (?) gliocladin C. Furthermore, additional examples of reactivity with various bromopyrroloindolines sets the stage for expedient routes towards other pharmaceutically active hexahydropyrroloindoline alkaloids and their analogues.

Total synthesis of (+)-gliocladin C enabled by visible-light photoredox catalysis

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