(S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl carbamate

Base Information

• Chemical Name: (S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl carbamate
• CAS No.: 1108740-07-3
• Molecular Formula: C₁₆H₂₅NO₃
• Molecular Weight: 279.379
• Mol file: 1108740-07-3.mol

Synonyms:(S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl carbamate

Chemical Property of (S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl carbamate

There total 2 articles about (S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl 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: 99.0%

N,N-diisopropylcarbamoyl chloride (19009-39-3) + (S)-1-(4-Methoxyphenyl)ethanol (1517-70-0,1572-97-0,3319-15-1,43230-31-5) → (S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl carbamate (1108740-07-3)

Guidance literature:

(S)-1-(4-Methoxyphenyl)ethanol; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1.25h;

N,N-diisopropylcarbamoyl chloride; In tetrahydrofuran; for 24h; Reflux;

DOI:10.1039/c4sc03901g

Reference yield:

1-(4-methoxyphenyl)ethanone (100-06-1) → (S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl carbamate (1108740-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1: formic acid; triethylamine; [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I) / 120 h / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 94 h / Inert atmosphere; Reflux

With [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid; triethylamine; In dichloromethane;

DOI:10.1002/anie.201606641

Reference yield: 95.0%

(S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl carbamate (1108740-07-3) + C16H24BFO3 → C25H34BFO4

Guidance literature:

(S)-N,N-diisopropyl O-[1-(4-methoxyphenyl)]ethyl carbamate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; at -78 ℃; for 1h;

C₁₆H₂₄BFO₃; at -78 ℃; for 2h;

at 20 ℃; for 14h;

DOI:10.1039/c4sc03901g

upstream raw materials:

N,N-diisopropylcarbamoyl chloride

(S)-1-(4-Methoxyphenyl)ethanol

1-(4-methoxyphenyl)ethanone

Downstream raw materials:

(p-MeOC₆H₄)(Ph)(CH₃)CB(pinacol)

(R)-2-[1-(4-chlorophenyl)-1-(4-methoxyphenyl)ethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(S)-2-[2-(4-methoxyphenyl)but-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(R)-2-[1-(furan-3-yl)-1-phenylethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 Roesner, Stefan,Blair, Daniel J.,Aggarwal, Varinder K.. "Enantioselective installation of adjacent tertiary benzylic stereocentres using lithiation-borylation-protodeboronation methodology. Application to the synthesis of bifluranol and fluorohexestrol". . p. 3718 - 3723. Retrieved 2015/06/25.