(R)-tert-Butyl (2-cyano-1-phenylethyl)carbamate

Base Information

• Chemical Name: (R)-tert-Butyl (2-cyano-1-phenylethyl)carbamate
• CAS No.: 172823-12-0
• Molecular Formula: C₁₄H₁₈N₂O₂
• Molecular Weight: 246.309
• European Community (EC) Number: 963-696-3
• DSSTox Substance ID: DTXSID60466582
• Nikkaji Number: J2.663.102E
• Mol file: 172823-12-0.mol

Synonyms:172823-12-0;(R)-tert-Butyl (2-cyano-1-phenylethyl)carbamate;tert-Butyl (1R)-2-cyano-1-phenylethylcarbamate;(R)-tert-Butyl(2-cyano-1-phenylethyl)carbamate;SCHEMBL6320851;DTXSID60466582;TERT-BUTYL N-[(1R)-2-CYANO-1-PHENYLETHYL]CARBAMATE;CS-0346461;EN300-129047;(S)-tert-Butyl (2-cyano-1-phenylethyl)carbamate;Tert-butyl (r)-(2-cyano-1-phenylethyl)carbamate

Chemical Property of (R)-tert-Butyl (2-cyano-1-phenylethyl)carbamate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 246.136827821
• Heavy Atom Count: 18
• Complexity: 318

Purity/Quality:

(R)-tert-Butyl(2-cyano-1-phenylethyl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC#N)C1=CC=CC=C1
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC#N)C1=CC=CC=C1

Technology Process of (R)-tert-Butyl (2-cyano-1-phenylethyl)carbamate

There total 23 articles about (R)-tert-Butyl (2-cyano-1-phenylethyl)carbamate 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: 100.0%

(2-carbamoyl-1-phenyl-ethyl)-carbamic acid tert-butyl ester (956004-17-4) → (R)-3-(N-tert-butoxycarbonylamine)-3-phenylpropanenitrile (172823-12-0)

Guidance literature:

With TEA; trifluoroacetic anhydride; In tetrahydrofuran; at 20 ℃; for 14h;

DOI:10.1016/j.bmcl.2006.09.095

Reference yield: 94.0%

sodium cyanide (143-33-9,25596-52-5) + (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl 4-methylbenzenesulfonate (171001-99-3) → (R)-3-(N-tert-butoxycarbonylamine)-3-phenylpropanenitrile (172823-12-0)

Guidance literature:

In dimethyl sulfoxide; at 45 ℃; for 18h;

DOI:10.1055/s-2004-825582

Reference yield: 80.0%

tetraethylammoniumcyanide (13435-20-6) + (S)-2-(N-t-butoxycarbonylamino)-2-phenyl-iodoethane → (R)-3-(N-tert-butoxycarbonylamine)-3-phenylpropanenitrile (172823-12-0)

Guidance literature:

In dichloromethane; for 4h; Heating;

DOI:10.1016/0040-4020(95)00778-7

upstream raw materials:

tetraethylammoniumcyanide

sodium cyanide

(S)-(+)-<2-<(methylsulfonyl)oxy>-1-phenylethyl>carbamic acid 1,1-dimethylethyl ester

(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl 4-methylbenzenesulfonate

Downstream raw materials:

1-phenyl-2-(2H-tetrazol-5-yl)-ethylamine

(R)-tert-butyl (3-oxo-1-phenylpropyl)carbamate