2-tert-butyloxycarbonylaminomethyl-5-(3'-hydroxyphenylmethyl)nitrobenzene

Base Information

• Chemical Name: 2-tert-butyloxycarbonylaminomethyl-5-(3'-hydroxyphenylmethyl)nitrobenzene
• CAS No.: 375793-02-5
• Molecular Formula: C₁₉H₂₂N₂O₅
• Molecular Weight: 358.394
• Mol file: 375793-02-5.mol

Synonyms:2-tert-butyloxycarbonylaminomethyl-5-(3'-hydroxyphenylmethyl)nitrobenzene

Chemical Property of 2-tert-butyloxycarbonylaminomethyl-5-(3'-hydroxyphenylmethyl)nitrobenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-tert-butyloxycarbonylaminomethyl-5-(3'-hydroxyphenylmethyl)nitrobenzene

There total 9 articles about 2-tert-butyloxycarbonylaminomethyl-5-(3'-hydroxyphenylmethyl)nitrobenzene 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%

2-tert-butyloxycarbonylaminomethyl-5-(3'-acetoxyphenylmethyl)-nitrobenzene (375792-83-9) → 2-tert-butyloxycarbonylaminomethyl-5-(3'-hydroxyphenylmethyl)nitrobenzene (375793-02-5)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃;

DOI:10.1002/1521-3773(20010903)40:17<3148::AID-ANIE3148>3.0.CO;2-S

Reference yield:

m-(bromomethyl)phenyl acetate (49617-80-3) → 2-tert-butyloxycarbonylaminomethyl-5-(3'-hydroxyphenylmethyl)nitrobenzene (375793-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Zn; 1,2-dibromoethane / tetrahydrofuran / 1 h / 20 °C

1.2: 58 percent / DIBAL-H / bis(triphenylphosphanyl)palladium(III) chloride / tetrahydrofuran; hexane / 20 °C

2.1: 94 percent / K₂CO₃ / methanol / 0.25 h

With potassium carbonate; ethylene dibromide; zinc; In tetrahydrofuran; methanol; 1.2: Negishi coupling reaction;

DOI:10.1002/1521-3765(20020315)8:6<1485::AID-CHEM1485>3.0.CO;2-H

Reference yield:

3-acetoxytoluene (122-46-3) → 2-tert-butyloxycarbonylaminomethyl-5-(3'-hydroxyphenylmethyl)nitrobenzene (375793-02-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 47 percent / NBS / CCl₄

2.1: Zn; 1,2-dibromoethane / tetrahydrofuran / 1 h / 20 °C

2.2: 58 percent / DIBAL-H / bis(triphenylphosphanyl)palladium(III) chloride / tetrahydrofuran; hexane / 20 °C

3.1: 94 percent / K₂CO₃ / methanol / 0.25 h

With N-Bromosuccinimide; potassium carbonate; ethylene dibromide; zinc; In tetrahydrofuran; methanol; tetrachloromethane; 2.2: Negishi coupling reaction;

DOI:10.1002/1521-3765(20020315)8:6<1485::AID-CHEM1485>3.0.CO;2-H

upstream raw materials:

2-tert-butyloxycarbonylaminomethyl-5-(3'-acetoxyphenylmethyl)-nitrobenzene

3-acetoxytoluene

m-(bromomethyl)phenyl acetate

4-iodo-2-nitrotoluene

Downstream raw materials:

p-xylylene-α,α'-bis(phosphonic acid mono-3-[3'-nitro-4'-(tert-butyloxycarboxyamino-methyl)phenylmethyl]phenyl monomethyl ester)