1-Benzhydrylazetidin-3-yl 2-cyanoacetate

Base Information

• Chemical Name: 1-Benzhydrylazetidin-3-yl 2-cyanoacetate
• CAS No.: 116574-14-2
• Molecular Formula: C₁₉H₁₈N₂O₂
• Molecular Weight: 306.364
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40433535
• Nikkaji Number: J319.663A
• Wikidata: Q72457821
• Mol file: 116574-14-2.mol

Synonyms:1-Benzhydrylazetidin-3-yl 2-cyanoacetate;116574-14-2;2-Cyanoacetic acid 1-(diphenylmethyl)-3-azetidinyl ester;(1-benzhydrylazetidin-3-yl) 2-cyanoacetate;1-Benzhydrylazetidin-3-ylcyanoacetate;1-(Diphenylmethyl)azetidin-3-yl cyanoacetate;1-Benzhydrylazetidin-3-yl2-cyanoacetate;SCHEMBL7273119;DTXSID40433535;KSZGPBFUBSHVTO-UHFFFAOYSA-N;BCP23240;MFCD09032927;AKOS015836414;1-Benzhydryl-3-azetidinyl cyanoacetate;AC-4733;SB50768;AS-54872;AM20020250;CS-0208251;FT-0654637;1-(Diphenylmethyl)-3-azetidinyl 2-cyanoacetate;Cyano-aceticacid1-benzhydryl-azetidin-3-ylester;W10647;A803643;[1-(diphenylmethyl)azetidin-3-yl] 2-cyanoethanoate;Q-103244;Cyanoacetic acid 1-(diphenylmethyl)azetidin-3-yl ester;2-cyanoacetic acid [1-(diphenylmethyl)-3-azetidinyl] ester

Chemical Property of 1-Benzhydrylazetidin-3-yl 2-cyanoacetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.615
• Boiling Point: 446.43 °C at 760 mmHg
• PKA: 1.83±0.10(Predicted)
• Flash Point: 223.793 °C
• PSA: 53.33000
• Density: 1.223 g/cm³
• LogP: 2.85498
• Storage Temp.: Refrigerated.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 306.136827821
• Heavy Atom Count: 23
• Complexity: 420

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Benzhydrylazetidin-3-yl2-cyanoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CN1C(C2=CC=CC=C2)C3=CC=CC=C3)OC(=O)CC#N

Technology Process of 1-Benzhydrylazetidin-3-yl 2-cyanoacetate

There total 2 articles about 1-Benzhydrylazetidin-3-yl 2-cyanoacetate 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: 93.0%

1-(diphenylmethyl)-3-hydroxyazetidine (18621-17-5) + cyanoacetic acid (372-09-8) → 1-benzhydrylazetidin-3-yl cyanoacetate (116574-14-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 55 ℃; for 11h;

DOI:10.1248/cpb.43.797

Reference yield:

Benzhydrylamine (91-00-9) → 1-benzhydrylazetidin-3-yl cyanoacetate (116574-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) 1 N NaOH / 1.) a) RT, 3 d, b) reflux, 72 h, 2.) Et₂O

2: 93 percent / dicyclohexylcarbodiimide / tetrahydrofuran / 11 h / 55 °C

With sodium hydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1248/cpb.43.797

upstream raw materials:

1-(diphenylmethyl)-3-hydroxyazetidine

cyanoacetic acid

Benzhydrylamine

Refernces