tert-butyl (4R)-4-[2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Base Information

• Chemical Name: tert-butyl (4R)-4-[2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS No.: 240420-43-3
• Molecular Formula: C₁₉H₂₉NO₄
• Molecular Weight: 335.444
• Mol file: 240420-43-3.mol

Synonyms:tert-butyl (4R)-4-[2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Chemical Property of tert-butyl (4R)-4-[2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (4R)-4-[2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

There total 10 articles about tert-butyl (4R)-4-[2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 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: 94.0%

1-bromo-4-methoxy-benzene (104-92-7) + tert-butyl (4R)-2,2-dimethyl-4-vinyloxazolidine-3-carboxylate (115378-31-9) → tert-butyl (4R)-4-[2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (240420-43-3)

Guidance literature:

tert-butyl (4R)-2,2-dimethyl-4-vinyloxazolidine-3-carboxylate; With 9-borabicyclo[3.3.1]nonane dimer; In toluene; at 80 - 85 ℃; for 0.5h;

1-bromo-4-methoxy-benzene; With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra-(n-butyl)ammonium iodide; In toluene; at 90 ℃; Further stages.;

DOI:10.1021/ol005645i

Reference yield: 85.0%

4-methoxyphenyl triflate (66107-29-7) + tert-butyl (4R)-2,2-dimethyl-4-vinyloxazolidine-3-carboxylate (115378-31-9) → tert-butyl (4R)-4-[2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (240420-43-3)

Guidance literature:

tert-butyl (4R)-2,2-dimethyl-4-vinyloxazolidine-3-carboxylate; With 9-borabicyclo[3.3.1]nonane dimer; In toluene; at 80 ℃;

4-methoxyphenyl triflate; With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 99 ℃; Further stages.;

DOI:10.1021/ol005645i

Reference yield: 83.0%

1-bromo-4-methoxy-benzene (104-92-7) + (4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (102308-32-7) + diazomethyl-trimethyl-silane (18107-18-1) → tert-butyl (4R)-4-[2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (240420-43-3)

Guidance literature:

(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester; diazomethyl-trimethyl-silane; With triphenylphosphine; isopropyl alcohol; copper(l) chloride; In tetrahydrofuran; at 60 ℃;

With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; toluene; at 80 ℃;

1-bromo-4-methoxy-benzene; With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; toluene; at 90 ℃; Further stages.;

DOI:10.1021/ja0733235

upstream raw materials:

para-iodoanisole

tert-butyl (4R)-2,2-dimethyl-4-vinyloxazolidine-3-carboxylate

4-methoxyphenyl triflate

1-bromo-4-methoxy-benzene

Downstream raw materials:

2-(tert-butyloxycarbonylamino)-4-(4-methoxyphenyl)butan-1-ol

methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-(4-methoxyphenyl)butanoate