di-(4-acetamidophenyl) 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate

Base Information

• Chemical Name: di-(4-acetamidophenyl) 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate
• CAS No.: 913239-31-3
• Molecular Formula: C₄₃H₅₁N₆O₁₁P
• Molecular Weight: 858.885
• Mol file: 913239-31-3.mol

Synonyms:di-(4-acetamidophenyl) 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate

Chemical Property of di-(4-acetamidophenyl) 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of di-(4-acetamidophenyl) 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate

There total 5 articles about di-(4-acetamidophenyl) 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate 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:

di-(4-acetamidophenyl)-1-(benzyloxycarbonylamino)-2-(4-tert-butyloxycarbonylaminophenyl)ethanephosphonate (913239-30-2) → di-(4-acetamidophenyl) 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate (913239-31-3)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 3 h / 20 °C

2: Et₃N / acetonitrile / Heating

With triethylamine; trifluoroacetic acid; In dichloromethane; acetonitrile;

DOI:10.1021/jm060622g

Reference yield:

tert-butyl N-[4-(2-hydroxyethyl)phenyl]carbamate (104060-23-3) → di-(4-acetamidophenyl) 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate (913239-31-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

2: Cu(OTf)2 / CH₂Cl₂ / 4 h / 20 °C

3: TFA / CH₂Cl₂ / 3 h / 20 °C

4: Et₃N / acetonitrile / Heating

With copper(II) bis(trifluoromethanesulfonate); Dess-Martin periodane; triethylamine; trifluoroacetic acid; In dichloromethane; acetonitrile; 1: Dess-Martin oxidation;

DOI:10.1021/jm060622g

Reference yield:

2-(4'-aminophenyl)ethyl alcohol (104-10-9) → di-(4-acetamidophenyl) 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate (913239-31-3)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / dioxane / 20 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

3: Cu(OTf)2 / CH₂Cl₂ / 4 h / 20 °C

4: TFA / CH₂Cl₂ / 3 h / 20 °C

5: Et₃N / acetonitrile / Heating

With copper(II) bis(trifluoromethanesulfonate); Dess-Martin periodane; triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; acetonitrile; 2: Dess-Martin oxidation;

DOI:10.1021/jm060622g

upstream raw materials:

benzyl 1-(bis(4-acetamidophenoxy)phosphoryl)-2-(4-amino-phenyl)ethylcarbamate

N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine

di-(4-acetamidophenyl)-1-(benzyloxycarbonylamino)-2-(4-tert-butyloxycarbonylaminophenyl)ethanephosphonate

tert-butyl N-[4-(2-hydroxyethyl)phenyl]carbamate

Downstream raw materials:

di(4-acetamidophenyl) 1-amino-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate

di-(4-acetamidophenyl) 1-[(N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl]amino-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate