(R)-(-)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol

Base Information

• Chemical Name: (R)-(-)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol
• CAS No.: 473552-22-6
• Molecular Formula: C₁₅H₁₅N₃O₂
• Molecular Weight: 269.303
• Mol file: 473552-22-6.mol

Synonyms:(R)-(-)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol

Chemical Property of (R)-(-)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(-)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol

There total 3 articles about (R)-(-)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol 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: 96.0%

(R)-1-(4-benzyloxyphenyl)-2-(p-tolylsulfonyloxy)ethanol (473552-31-7) → (R)-(-)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol (473552-22-6)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1016/S0957-4166(02)00322-1

Reference yield:

2-azido-1-(4-benzyloxy-phenyl)-ethanol → (S)-(+)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol (250281-90-4) + (R)-(-)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol (473552-22-6)

Guidance literature:

2-azido-1-(4-benzyloxy-phenyl)-ethanol; With Pseudomonas cepacia lipase immobilized on ceramic particles; In di-isopropyl ether; at 40 ℃; for 22h;

With potassium carbonate; In methanol; at 20 ℃; for 2h; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2004.11.013

Reference yield:

p-benzyloxy-ω-azidoacetophenone (831196-83-9) → (R)-(-)-2-azido-1-(4-benzyloxyphenyl)-1-ethanol (473552-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium borohydride; activated neutral alumina / diisopropyl ether / 40 °C

2.1: Pseudomonas cepacia lipase immobilized on ceramic particles / diisopropyl ether / 22 h / 40 °C

2.2: anhydrous potassium carbonate / methanol / 2 h / 20 °C

With aluminum oxide; sodium tetrahydroborate; Pseudomonas cepacia lipase immobilized on ceramic particles; In di-isopropyl ether;

DOI:10.1016/j.tetasy.2004.11.013

upstream raw materials:

(R)-1-(4-benzyloxyphenyl)-2-(p-tolylsulfonyloxy)ethanol

p-benzyloxy-ω-azidoacetophenone

Downstream raw materials:

(R)-octopamine

(R)-(-)-2-amino-1-(p-benzyloxyphenyl)ethanol

N-[2-(4-benzyloxy-phenyl)-2-hydroxy-ethyl]-2-(3,4-dimethoxy-phenyl)-acetamide

denopamine