(S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate

Base Information

• Chemical Name: (S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate
• CAS No.: 1240815-56-8
• Molecular Formula: C₁₅H₂₂FNO₂
• Molecular Weight: 267.344
• Mol file: 1240815-56-8.mol

Synonyms:(S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate

Chemical Property of (S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate

Chemical Property:

Purity/Quality:

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• Hazard Codes: 

MSDS Files:

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Technology Process of (S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate

There total 1 articles about (S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate 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%

N,N-diisopropylcarbamoyl chloride (19009-39-3) + (1S)-1-(2-fluorophenyl)ethanol (171032-87-4) → (S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate (1240815-56-8)

Guidance literature:

With triethylamine; In dichloromethane; for 24h; Reflux;

DOI:10.1002/anie.201001371

Reference yield: 78.0%

2-cyclohexyl-5,5-dimethyl-1,3,2-dioxaborinane (879224-90-5) + (S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate (1240815-56-8) → (S)-2-[1-cyclohexyl-1-(2-fluorophenyl)ethyl]-5,5-dimethyl-1,3,2-dioxaborinane (1272031-58-9)

Guidance literature:

(S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate; With sec.-butyllithium; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 0.5h; Inert atmosphere;

2-cyclohexyl-5,5-dimethyl-1,3,2-dioxaborinane; In diethyl ether; hexane; cyclohexane; at -78 - 25 ℃; for 17.25h; Inert atmosphere;

DOI:10.1002/anie.201006037

Reference yield: 74.0%

(S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate (1240815-56-8) + 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) → (S)-2-[1-(2-fluorophenyl)-1-phenylethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1240816-45-8)

Guidance literature:

(S)-(-)-1-(2-fluorophenyl)ethyl N,N-diisopropylcarbamate; With sec.-butyllithium; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 0.416667h; Inert atmosphere;

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 1.16667h; optical yield given as %ee; Further stages; Inert atmosphere;

DOI:10.1002/anie.201001371

upstream raw materials:

N,N-diisopropylcarbamoyl chloride

(1S)-1-(2-fluorophenyl)ethanol

Downstream raw materials:

(S)-2-[2-(2-fluorophenyl)-3-methylbut-2-yl]-5,5-dimethyl-1,3,2-dioxaborinane

(S)-2-[1-(2-fluorophenyl)-1-phenylethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(S)-2-[2-(2-fluorophenyl)-3-methylbut-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(S)-2-[1-cyclohexyl-1-(2-fluorophenyl)ethyl]-5,5-dimethyl-1,3,2-dioxaborinane

Refernces