N,N-diisopropyl carbamic acid (1-phenylethyl) ester

Base Information

• Chemical Name: N,N-diisopropyl carbamic acid (1-phenylethyl) ester
• CAS No.: 145167-88-0
• Molecular Formula: C₁₅H₂₃NO₂
• Molecular Weight: 249.353
• Mol file: 145167-88-0.mol

Synonyms:N,N-diisopropyl carbamic acid (1-phenylethyl) ester

Chemical Property of N,N-diisopropyl carbamic acid (1-phenylethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of N,N-diisopropyl carbamic acid (1-phenylethyl) ester

There total 1 articles about N,N-diisopropyl carbamic acid (1-phenylethyl) ester 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: 60.0%

N,N-diisopropylcarbamoyl chloride (19009-39-3) + 1-Phenylethanol (98-85-1,13323-81-4) → N,N-diisopropyl carbamic acid (1-phenylethyl) ester (145167-88-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 96h;

DOI:10.1016/S0040-4020(99)00610-9

Reference yield: 96.0%

4-chlorophenylboronic acid pinacol ester (195062-61-4) + N,N-diisopropyl carbamic acid (1-phenylethyl) ester (145167-88-0) → (±)-2-[1-(4-chlorophenyl)-1-phenylethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1257661-27-0)

Guidance literature:

N,N-diisopropyl carbamic acid (1-phenylethyl) ester; With sec.-butyllithium; In diethyl ether; at -78 ℃; for 1h; Schlenk technique; Inert atmosphere;

4-chlorophenylboronic acid pinacol ester; In diethyl ether; at -78 - 20 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.1c00976

Reference yield: 92.0%

2-isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (76347-13-2) + N,N-diisopropyl carbamic acid (1-phenylethyl) ester (145167-88-0) → (phenyl)C(Me)(iPr)(Bpin) (1257661-32-7)

Guidance literature:

With sBuLi; MgBr₂; In methanol; diethyl ether; react. of C6H5CH(Me)(OCb) with sBuLi in Et2O at -78°C, iPrBpin (1.5 equiv.) added at -78°C, 1 h, MgBr2 soln. (MeOH) added at -78°C, heated to room temp., 16 h; 99% ee;

DOI:10.1002/anie.201001371

upstream raw materials:

N,N-diisopropylcarbamoyl chloride

1-Phenylethanol

Downstream raw materials:

2,2-dimethyl-4-phenylpentan-3-ol

1-phenylvinyl N',N'-diisopropylcarbamate

(R)-N,N-diisopropyl O-(1-phenyl)ethylcarbamate

(S)-4,4,5,5-tetramethyl-2-(2-phenylbutan-2-yl)-1,3,2-dioxaborolane