tert-butyl (1R,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate

Base Information

• Chemical Name: tert-butyl (1R,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate
• CAS No.: 925703-60-2
• Molecular Formula: C₁₈H₂₇NO₆
• Molecular Weight: 353.415
• Mol file: 925703-60-2.mol

Synonyms:tert-butyl (1R,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate

Chemical Property of tert-butyl (1R,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1R,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate

There total 4 articles about tert-butyl (1R,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate 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:

4-[(2-allyloxy-4-methoxy-phenyl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester → tert-butyl (1R,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate (925703-60-2)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 0 ℃; for 2h;

DOI:10.1021/ol0627202

Reference yield:

tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-4-methoxyphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate (925703-63-5) → tert-butyl (1R,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate (925703-60-2)

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

Reference yield:

O-methylresorcine (150-19-6) → tert-butyl (1R,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate (925703-60-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methyl magnesium chloride / tetrahydrofuran / 0.17 h / 20 °C

1.2: 100 percent / CH₂Cl₂ / 15 h / 0 - 20 °C

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

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

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

DOI:10.1021/ol0627202

upstream raw materials:

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

O-methylresorcine

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

Downstream raw materials:

tert-butyl (4S,5S)-4-(2-allyloxy-4-methoxyphenyl)-2-trichloromethyl-5,6-dihydro-4H-1,3-oxazin-5-ylcarbamate