tert-butyl (1S,2R)-2-hydroxy-1-(3-methoxyphenyl)propylcarbamate

Base Information

• Chemical Name: tert-butyl (1S,2R)-2-hydroxy-1-(3-methoxyphenyl)propylcarbamate
• CAS No.: 526217-27-6
• Molecular Formula: C₁₅H₂₃NO₄
• Molecular Weight: 281.352
• Mol file: 526217-27-6.mol

Synonyms:tert-butyl (1S,2R)-2-hydroxy-1-(3-methoxyphenyl)propylcarbamate

Chemical Property of tert-butyl (1S,2R)-2-hydroxy-1-(3-methoxyphenyl)propylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1S,2R)-2-hydroxy-1-(3-methoxyphenyl)propylcarbamate

There total 1 articles about tert-butyl (1S,2R)-2-hydroxy-1-(3-methoxyphenyl)propylcarbamate 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:

di-tert-butyl dicarbonate (24424-99-5) + (1S,2R)-1-amino-1-(3-methoxyphenyl)propan-2-ol hydrochloride → tert-butyl (1S,2R)-2-hydroxy-1-(3-methoxyphenyl)propylcarbamate (526217-27-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 0 ℃; for 3h;

DOI:10.1016/S0968-0896(02)00380-2

Reference yield: 96.0%

benzoic acid (65-85-0,8013-63-6) + tert-butyl (1S,2R)-2-hydroxy-1-(3-methoxyphenyl)propylcarbamate (526217-27-6) → (1S,2S)-2-[(tert-butyloxycarbonyl)amino]-1-methyl-2-(3-methoxyphenyl)ethyl benzoate

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 ℃; for 2h;

DOI:10.1016/S0968-0896(02)00380-2

Reference yield:

tert-butyl (1S,2R)-2-hydroxy-1-(3-methoxyphenyl)propylcarbamate (526217-27-6) → (1S,2S)-2-(3-Methoxyphenyl)-1-methyl-2-octanoylaminoethylphosphate

Guidance literature:

Multi-step reaction with 7 steps

1: 96 percent / PPh₃; DEAD / tetrahydrofuran; toluene / 2 h / 0 °C

2: 51 percent / 1 M NaOH / tetrahydrofuran; methanol / 20 h / 20 °C

3: 4 M HCl / dioxane / 2 h / 0 °C

4: 100 percent / 0.5 M NaHCO₃ / tetrahydrofuran; dioxane / 4 h / 0 °C

5: tetrazole / acetonitrile / 3 h / 20 °C

6: m-CPBA / CH₂Cl₂ / 1 h / 0 °C

7: H₂ / 10 percent Pd/C / methanol / 5.5 h / 20 °C

With 1H-tetrazole; hydrogenchloride; sodium hydroxide; hydrogen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene; acetonitrile; 1: Mitsunobu reaction;

DOI:10.1016/S0968-0896(02)00380-2

upstream raw materials:

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl (1S,2S)-2-hydroxy-1-(3-methoxyphenyl)propylcarbamate

N-[(1S,2S)-2-hydroxy-1-(3-methoxyphenyl)propyl]octanamide