rac-[2-hydroxy-1-methyl-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: rac-[2-hydroxy-1-methyl-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 1350523-73-7
• Molecular Formula: C₁₄H₂₀N₂O₅
• Molecular Weight: 296.323
• Mol file: 1350523-73-7.mol

Synonyms:rac-[2-hydroxy-1-methyl-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property of rac-[2-hydroxy-1-methyl-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-[2-hydroxy-1-methyl-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

There total 4 articles about rac-[2-hydroxy-1-methyl-1-(3-nitro-phenyl)-ethyl]-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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + rac-2-amino-2-(3-nitro-phenyl)-propan-1-ol (1270385-54-0) → rac-[2-hydroxy-1-methyl-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester (1350523-73-7)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2011.10.050

Reference yield:

rac-2-amino-2-(3-nitro-phenyl)-propionic acid methyl ester (1350523-39-5) → rac-[2-hydroxy-1-methyl-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester (1350523-73-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / ethanol / 3 h / 20 °C

2: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C

With sodium tetrahydroborate; sodium hydrogencarbonate; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2011.10.050

Reference yield:

rac-2-amino-2-(3-nitro-phenyl)-propionitrile (954272-07-2) → rac-[2-hydroxy-1-methyl-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester (1350523-73-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride; water / 18 h / Reflux

2.1: thionyl chloride / 0.25 h / 0 °C

2.2: 18 h / Reflux

3.1: sodium tetrahydroborate / ethanol / 3 h / 20 °C

4.1: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C

With hydrogenchloride; sodium tetrahydroborate; thionyl chloride; water; sodium hydrogencarbonate; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2011.10.050

upstream raw materials:

di-tert-butyl dicarbonate

rac-2-amino-2-(3-nitro-phenyl)-propan-1-ol

rac-2-amino-2-(3-nitro-phenyl)-propionitrile

rac-2-amino-2-(3-nitro-phenyl)-propionic acid methyl ester

Downstream raw materials:

rac-[1-methyl-1-(3-nitro-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

rac-[1-methyl-2-methylamino-1-(3-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester

rac-1,5-dimethyl-5-(3-nitro-phenyl)-piperazine-2,3-dione

rac-3-methoxy-1,5-dimethyl-5-(3-nitro-phenyl)-5,6-dihydro-1H-pyrazin-2-one