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

Base Information

• Chemical Name: p-xylylene-α,α'-bis(phosphonic acid mono-3-[3'-nitro-4'-(tert-butyloxycarboxyamino-methyl)phenylmethyl]phenyl monomethyl ester)
• CAS No.: 375792-85-1
• Molecular Formula: C₄₈H₅₆N₄O₁₄P₂
• Molecular Weight: 974.939
• Mol file: 375792-85-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 12 articles about p-xylylene-α,α'-bis(phosphonic acid mono-3-[3'-nitro-4'-(tert-butyloxycarboxyamino-methyl)phenylmethyl]phenyl monomethyl 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: 57.0%

p-xylylene-α,α'-bis(phosphonic acid monomethyl ester chloride) + 2-tert-butyloxycarbonylaminomethyl-5-(3'-hydroxyphenylmethyl)nitrobenzene (375793-02-5) → p-xylylene-α,α'-bis(phosphonic acid mono-3-[3'-nitro-4'-(tert-butyloxycarboxyamino-methyl)phenylmethyl]phenyl monomethyl ester) (375792-85-1)

Guidance literature:

With triethylamine; In dichloromethane;

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

Reference yield:

3-acetoxytoluene (122-46-3) → p-xylylene-α,α'-bis(phosphonic acid mono-3-[3'-nitro-4'-(tert-butyloxycarboxyamino-methyl)phenylmethyl]phenyl monomethyl ester) (375792-85-1)

Guidance literature:

Multi-step reaction with 4 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

4.1: 57 percent / Et₃N / CH₂Cl₂ / 0.25 h

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

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

Reference yield:

m-(bromomethyl)phenyl acetate (49617-80-3) → p-xylylene-α,α'-bis(phosphonic acid mono-3-[3'-nitro-4'-(tert-butyloxycarboxyamino-methyl)phenylmethyl]phenyl monomethyl ester) (375792-85-1)

Guidance literature:

Multi-step reaction with 3 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

3.1: 57 percent / Et₃N / CH₂Cl₂ / 0.25 h

With potassium carbonate; ethylene dibromide; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; 1.2: 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'-hydroxyphenylmethyl)nitrobenzene

3-acetoxytoluene

m-(bromomethyl)phenyl acetate

4-iodo-2-nitrotoluene