trans-1'-(Methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxylic acid

Base Information

• Chemical Name: trans-1'-(Methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxylic acid
• CAS No.: 268538-56-3
• Molecular Formula: C₁₅H₁₉NO₄S
• Molecular Weight: 309.386
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40592434
• Mol file: 268538-56-3.mol

Synonyms:268538-56-3;trans-1'-(Methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxylic acid;1-methylsulfonylspiro[2H-indole-3,4'-cyclohexane]-1'-carboxylic acid;SCHEMBL1997600;SCHEMBL1997601;DTXSID40592434;AKOS016013558;AKOS024463742;trans-1'-(Methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxylicacid;SB65857;1'-(Methanesulfonyl)-1',2'-dihydrospiro[cyclohexane-1,3'-indole]-4-carboxylic acid;spiro[cyclohexane-1,3'-[3h]indole]-4-carboxylic acid,1',2'-dihydro-1'-(methyl sulfonyl)-,(1a,4b)-

Chemical Property of trans-1'-(Methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxylic acid

Chemical Property:

• Boiling Point: 514.7±60.0 °C(Predicted)
• PKA: 4.66±0.20(Predicted)
• PSA: 83.06000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: 3.12460
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 309.10347926
• Heavy Atom Count: 21
• Complexity: 516

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

trans-1'-(Methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)N1CC2(CCC(CC2)C(=O)O)C3=CC=CC=C31

Technology Process of trans-1'-(Methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxylic acid

There total 2 articles about trans-1'-(Methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxylic acid 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:

1'-(methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-2,5-diene-4-carboxylic acid → 1'-(methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxylic acid (268538-56-3)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; for 72h; under 2068.65 Torr; High pressure;

DOI:10.1021/jacs.0c03926

Reference yield:

4-((N-(2-iodophenyl)methylsulfonamido)methyl)benzoic acid → 1'-(methylsulfonyl)spiro[cyclohexane-1,3'-indoline]-4-carboxylic acid (268538-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,3-dicyano-5-fluoro-2,4,6-tris(diphenylamino)benzene; water; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / 23 °C / Inert atmosphere; Sealed tube; Irradiation; Green chemistry

2: 5%-palladium/activated carbon; hydrogen / ethanol / 72 h / 2068.65 Torr / High pressure

With 5%-palladium/activated carbon; 1,3-dicyano-5-fluoro-2,4,6-tris(diphenylamino)benzene; water; hydrogen; N-ethyl-N,N-diisopropylamine; In ethanol; acetonitrile;

DOI:10.1021/jacs.0c03926