[3-(2-cyano-ethyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [3-(2-cyano-ethyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester
• CAS No.: 625850-84-2
• Molecular Formula: C₁₄H₁₈N₂O₃
• Molecular Weight: 262.309
• Mol file: 625850-84-2.mol

Synonyms:[3-(2-cyano-ethyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester

Chemical Property of [3-(2-cyano-ethyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-(2-cyano-ethyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester

There total 2 articles about [3-(2-cyano-ethyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester 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%

di-tert-butyl dicarbonate (24424-99-5) + (E)-3-(2-Hydroxy-3-nitro-phenyl)-acrylonitrile (625850-65-9) → [3-(2-cyano-ethyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester (625850-84-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2004.04.082

Reference yield:

3-nitrosalicylic aldehyde (5274-70-4) → [3-(2-cyano-ethyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester (625850-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NaH / tetrahydrofuran / 0 °C

2: 94 percent / H₂ / Pd/C / tetrahydrofuran

With hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; 1: Horner-Wadsworth-Emmons reaction;

DOI:10.1016/j.bmcl.2004.04.082

Reference yield:

[3-(2-cyano-ethyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester (625850-84-2) → N-[3-(3-amino-2-hydroxy-phenyl)-propyl]-acetamide (625850-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Raney Ni / tetrahydrofuran

2: aq. HCl / ethyl acetate / 40 °C

With hydrogenchloride; hydrogen; nickel; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/j.bmcl.2004.04.082

upstream raw materials:

di-tert-butyl dicarbonate

(E)-3-(2-Hydroxy-3-nitro-phenyl)-acrylonitrile

3-nitrosalicylic aldehyde

Downstream raw materials:

[3-(3-butyrylamino-propyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester

[3-(3-acetylamino-propyl)-2-hydroxy-phenyl]-carbamic acid tert-butyl ester

[2-hydroxy-3-(3-propionylamino-propyl)-phenyl]-carbamic acid tert-butyl ester

N-[3-(3-amino-2-hydroxy-phenyl)-propyl]-acetamide