Dimethyl 4-cyano-4-phenylheptanedioate

Base Information

• Chemical Name: Dimethyl 4-cyano-4-phenylheptanedioate
• CAS No.: 38289-18-8
• Molecular Formula: C16H19 N O4
• Molecular Weight: 289.331
• NSC Number: 138929
• DSSTox Substance ID: DTXSID00300774
• Wikidata: Q82044110
• Mol file: 38289-18-8.mol

Synonyms:dimethyl 4-cyano-4-phenylheptanedioate;38289-18-8;NSC138929;SCHEMBL734030;DTXSID00300774;HCUUFVRSNZOLLK-UHFFFAOYSA-N;dimethyl4-cyano-4-phenylheptanedioate;MFCD00958689;NSC-138929;4-cyano-4-phenylheptanedioic acid dimethyl ester

Chemical Property of Dimethyl 4-cyano-4-phenylheptanedioate

Chemical Property:

• Vapor Pressure: 1.13E-07mmHg at 25°C
• Boiling Point: 432.2°Cat760mmHg
• Flash Point: 188.8°C
• Density: 1.132g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 289.13140809
• Heavy Atom Count: 21
• Complexity: 384

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CCC(CCC(=O)OC)(C#N)C1=CC=CC=C1

Technology Process of Dimethyl 4-cyano-4-phenylheptanedioate

There total 6 articles about Dimethyl 4-cyano-4-phenylheptanedioate 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: 76.3%

→ dimethyl 4-cyano-4-phenylheptanedioate (38289-18-8)

Guidance literature:

Reference yield: 75.0%

phenylacetonitrile (140-29-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → dimethyl 4-cyano-4-phenylheptanedioate (38289-18-8)

Guidance literature:

phenylacetonitrile; acrylic acid methyl ester; In tert-butyl alcohol; Heating;

With N-benzyl-trimethylammonium hydroxide; In methanol; tert-butyl alcohol; Heating;

Reference yield: 27.0%

phenylacetonitrile (140-29-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 4-cyano-4-phenylbutanoate (88611-73-8) + dimethyl 4-cyano-4-phenylheptanedioate (38289-18-8)

Guidance literature:

With cesium carbonate supported on γ- alumina; In toluene; at 80 ℃; for 6h;

DOI:10.1246/bcsj.20110115

upstream raw materials:

phenylacetonitrile

acrylic acid methyl ester

trimethylsilyl cyanide

dimethyl 4-nitro-4-phenylpimelate

Downstream raw materials:

4-cyano-4-phenyl-heptanedioic acid

methyl 5-cyano-5-phenyl-2-oxocyclohexanecarboxylate

4-(Acetylamino-methyl)-4-phenyl-heptanedioic acid dimethyl ester

cis-4-hydroxy-1-phenylcyclohexanecarbonitrile

Refernces

• 1、 Namoto, Kenji,Sirockin, Finton,Ostermann, Nils,Gessier, Francois,Flohr, Stefanie,Sedrani, Richard,Gerhartz, Bernd,Trappe, J?rg,Hassiepen, Ulrich,Duttaroy, Alokesh,Ferreira, Suzie,Sutton, Jon M.,Clark, David E.,Fenton, Garry,Beswick, Mandy,Baeschlin, Daniel K.. "Discovery of C-(1-aryl-cyclohexyl)-methylamines as selective, orally available inhibitors of dipeptidyl peptidase IV". . p. 731 - 736. Retrieved 2014/02/14.
• 2、 -. "SUBSTITUTED 4-AMINOCYCLOHEXANE DERIVATIVES". Page/Page column 51. . Retrieved 2009/10/06.