Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate

Base Information

• Chemical Name: Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate
• CAS No.: 29427-70-1
• Molecular Formula: C11H10O3
• Molecular Weight: 190.19500
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID20372958
• Nikkaji Number: J750.309A
• Mol file: 29427-70-1.mol

Synonyms:29427-70-1;Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate;Methyl 3-oxo-indan-1-carboxylate;methyl 3-oxo-1,2-dihydroindene-1-carboxylate;1H-Indene-1-carboxylic acid, 2,3-dihydro-3-oxo-, methyl ester;SCHEMBL2387532;DTXSID20372958;methyl 3-oxoindane-1-carboxylate;HFFSDUMJDBSQKA-UHFFFAOYSA-N;MFCD01846161;AKOS004907859;AS-47914;3-Oxoindan-1-carboxylic acid methyl ester;3-oxo-indan-1-carboxylic acid methyl ester;CS-0088357;EN300-129392;F16790;Methyl3-oxo-2,3-dihydro-1H-indene-1-carboxylate;Z1198158757

Chemical Property of Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate

Chemical Property:

• PSA: 43.37000
• LogP: 1.52960
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 259

Purity/Quality:

99%min ^*data from raw suppliers

Methyl3-Oxoindane-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC(=O)C2=CC=CC=C12
• Uses: Methyl 3-Oxoindane-1-carboxylate is a reactant used in the synthesis of purinyl- and pyrimidinylcarbanucleosides with antiviral activities.

Technology Process of Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate

There total 13 articles about Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

methanol (67-56-1) + 3-oxoindan-1-carboxylic acid (29427-69-8) → methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate (29427-70-1)

Guidance literature:

With sulfuric acid; for 4h; Heating;

DOI:10.1021/jo049122q

Reference yield: 77.0%

methyl 2-(2-{2-[(methylsulfonyloxy)oxy]acetyl}phenyl)acetate (799804-36-7) → methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate (29427-70-1)

Guidance literature:

With 1-methyl-1H-imidazole; In methanol; Irradiation;

DOI:10.1021/jo040173x

Reference yield: 73.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + o-iodostyrene (4840-91-9) → methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate (29427-70-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; In benzene; at 100 ℃; for 11h; under 30400 Torr;

DOI:10.1021/ja9533196

upstream raw materials:

methanol

3-oxoindan-1-carboxylic acid

carbon monoxide

o-iodostyrene

Downstream raw materials:

2-benzyl-3-oxo-1-indancarboxylic acid

2-benzylidene-3-methoxycarbonyl-1-indanone

2-benzal-3-oxoindancarboxylic acid

methyl (3S)-3-{[(1S)-1-(4-methoxyphenyl)ethyl]amino}indane-1-carboxylate

Refernces

• 1、 Gao, Dingding,Li, Yingxia. "Identification and preliminary structure–activity relationships of 1-Indanone derivatives as novel indoleamine-2,3-dioxygenase 1 (IDO1) inhibitors". . p. 3780 - 3791. Retrieved 2017/06/13.
• 2、 Fernández, Franco,García-Mera, Xerardo,Morales, Melvin,Vilari?o, Leonardo,Caama?o, Olga,De Clercq, Eric. "Synthesis of new 6-substituted purinyl-5′-nor-1′- homocarbanucleosides based on indanol". . p. 9245 - 9253. Retrieved 2007/10/03.