tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-5-tert-butylphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

• Chemical Name: tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-5-tert-butylphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate
• CAS No.: 116079-35-7
• Molecular Formula: C₂₁H₃₃NO₅
• Molecular Weight: 379.497
• Mol file: 116079-35-7.mol

Synonyms:tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-5-tert-butylphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Chemical Property of tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-5-tert-butylphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-5-tert-butylphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 1 articles about tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-5-tert-butylphenyl)methyl)-2,2-dimethyloxazolidine-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: 56.0%

para-tert-butylphenol (98-54-4) + (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine (95715-87-0) → tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-5-tert-butylphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate (116079-35-7)

Guidance literature:

para-tert-butylphenol; With methylmagnesium chloride; In tetrahydrofuran; at 20 ℃; for 0.166667h;

(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine; In dichloromethane; at 0 - 20 ℃; for 15h;

DOI:10.1021/ol0627202

Reference yield:

tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-5-tert-butylphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate (116079-35-7) + allyl bromide (106-95-6) → 4-[(2-allyloxy-5-tert-butyl-phenyl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:

With potassium carbonate; sodium iodide; In acetone; at 20 ℃; for 16h;

DOI:10.1021/ol0627202

Reference yield:

tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-5-tert-butylphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate (116079-35-7) → tert-butyl (1R,2R)-1-(5-tert-butyl-2-(allyloxy)phenyl)-1,3-dihydroxypropan-2-ylcarbamate (925704-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃; NaI / acetone / 16 h / 20 °C

2: p-toluenesulfonic acid / methanol / 2 h / 0 °C

With potassium carbonate; toluene-4-sulfonic acid; sodium iodide; In methanol; acetone;

DOI:10.1021/ol0627202

upstream raw materials:

para-tert-butylphenol

(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

Downstream raw materials:

tert-butyl (1R,2R)-1-(5-tert-butyl-2-(allyloxy)phenyl)-1,3-dihydroxypropan-2-ylcarbamate

(1R,2R)-1-(2-allyloxy-5-tert-butylphenyl)-2-(tert-butoxycarbonylamino)propane-1,3-diyl bis(2,2,2-trichloroacetimidate)