22955-78-8

Basic information

• Product Name: methyl 6-methoxy-1-oxoindane-2-carboxylate
• Synonyms: methyl 6-methoxy-1-oxoindane-2-carboxylate
• CAS NO: 22955-78-8
• Molecular Weight: 220.225
• Mol File: 22955-78-8.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: methyl 6-methoxy-1-oxoindane-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 6-methoxy-1-oxoindane-2-carboxylate(22955-78-8)
• EPA Substance Registry System: methyl 6-methoxy-1-oxoindane-2-carboxylate(22955-78-8)

Safety Data

• Hazardous Substances Data: 22955-78-8(Hazardous Substances Data)

Upstream product

• 13623-25-1 6-methoxy-2,3-dihydro-1H-inden-1-one 
• 616-38-6 carbonic acid dimethyl ester 
• 5111-70-6 5-methoxy-1-indanone 
• 36919-03-6 methyl pentafluorophenyl carbonate 
• 15893-42-2 3-(4-methoxyphenyl)propionyl chloride 

Downstream Products

• 65844-46-4 methyl 5-methoxyindan-2-carboxylate 
• 1606148-78-0 C₁₉H₁₆F₂O₆S 
• 1438394-26-3 N-benzyl-6-methoxy-1-oxo-N-(penta-3,4-dien-1-yl)indane-2-carboxamide 
• 1289562-89-5 (6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)(5-(pyridin-2-yl)oxazol-2-yl)methanol 
• 1289562-88-4 2-((tert-butyldimethylsilyloxy)(6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-5-(pyridin-2-yl)oxazole 
• 1289561-37-0 (6-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)(5-(pyridin-2-yl)oxazol-2-yl)methanone 

Relevant articles and documents

cis-Fused hexahydro-4aH-indeno[1,2-b]pyridines: Transformation of bridgehead ester group and conversion to tricyclic analogues of NK-1 and dopamine receptor ligands

The bridgehead ester group of cis-fused methyl 2-oxo-9b-phenyl-1,2,3,4,5,9b-hexahydro-4aH-indeno[1,2-b]pyridine-4a- carboxylates obtained via an intramolecular Ritter reaction, was transformed into acid, alcohol, aldehyde, and amine groups. Further elaboration afforded conformationally constrained tricyclic analogues of NK-1 antagonists and a bicyclic dopamine receptor ligand.

Zirconium-Salan Catalyzed Enantioselective α-Hydroxylation of β-Keto Esters

We report herein the development of enantioselective and scalable α-hydroxylation of 1-indanone-derived β-keto esters by Zr(IV) complexes bearing readily available C2-symmetric salan ligands and cumene hydroperoxide as an oxidant, affording synthetically valuable hydroxylation products in high yields (up to 99percent) with excellent enantioselectivities (up to 99percent ee) under mild reaction conditions. In mechanistic studies, we have shown that (1) a Zr(IV)-salan complex was generated in situ as the active catalyst responsible for the chiral induction, (2) the transfer of the electrophilic fragment from cumene hydroperoxide to the Zr(IV)-bound enolate was accompanied by a heterolytic O?O bond cleavage, and (3) the formation of hydrogen bond between the amine hydrogen atom(s) of the salan ligand and the hydroxy group of cumene hydroperoxide was significant for stabilizing the stereocontrolled transition state and improving the enantioselectivity. (Figure presented.).

Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination

A highly enantioselective catalytic method for the synthesis of quaternary α-fluoro derivatives of 3-oxo esters is described. The reaction uses europium (III) triflate and commercially available chiral pybox-type C2-symmetric ligand. Excellent results in