(-)-(S)-tert-butyl 1-methyl-2-phenoxyethylcarbamate

Base Information

• Chemical Name: (-)-(S)-tert-butyl 1-methyl-2-phenoxyethylcarbamate
• CAS No.: 639010-94-9
• Molecular Formula: C₁₄H₂₁NO₃
• Molecular Weight: 251.326
• Mol file: 639010-94-9.mol

Synonyms:(-)-(S)-tert-butyl 1-methyl-2-phenoxyethylcarbamate

Chemical Property of (-)-(S)-tert-butyl 1-methyl-2-phenoxyethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(S)-tert-butyl 1-methyl-2-phenoxyethylcarbamate

There total 3 articles about (-)-(S)-tert-butyl 1-methyl-2-phenoxyethylcarbamate 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:

(+)-(R)-2-methyl-3-phenoxy-1-propanol (639010-90-5) → (-)-(S)-tert-butyl 1-methyl-2-phenoxyethylcarbamate (639010-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaIO₄; RuO₂ / ethyl acetate / 18 h

2: 0.4 g / diphenylphosphoryl azide; Et₃N / 7 h / Heating

With ruthenium(IV) oxide; sodium periodate; diphenylphosphoranyl azide; triethylamine; In ethyl acetate;

DOI:10.1021/jm030865y

Reference yield:

phenol (108-95-2,27073-41-2) → (-)-(S)-tert-butyl 1-methyl-2-phenoxyethylcarbamate (639010-94-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide

1.2: 61 percent / dimethylformamide / 3 h

2.1: aq. NaIO₄; RuO₂ / ethyl acetate / 18 h

3.1: 0.4 g / diphenylphosphoryl azide; Et₃N / 7 h / Heating

With ruthenium(IV) oxide; sodium periodate; diphenylphosphoranyl azide; sodium hydride; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm030865y

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (-)-(S)-tert-butyl 1-methyl-2-phenoxyethylcarbamate (639010-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / tetrahydrofuran / 24 h / 20 °C

2: Ph₃P; diethyl azodicarboxylate / toluene / 16 h / 20 °C

With sodium hydroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; 1: Condensation / 2: Condensation;

DOI:10.1021/jm960682u

upstream raw materials:

(+)-(R)-2-methyl-3-phenoxy-1-propanol

phenol

di-tert-butyl dicarbonate

Refernces

• 1、 Franchini, Carlo,Carocci, Alessia,Catalano, Alessia,Cavalluzzi, Maria M.,Corbo, Filomena,Lentini, Giovanni,Scilimati, Antonio,Tortorella, Paolo,Camerino, Diana Conte,De Luca, Annamaria. "Optically Active Mexiletine Analogues as Stereoselective Blockers of Voltage-Gated Na+ Channels". . p. 5238 - 5248. Retrieved 2007/10/03.