tert-butyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate

Base Information

• Chemical Name: tert-butyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate
• CAS No.: 205694-35-5
• Molecular Formula: C₂₃H₂₉N₃O₅
• Molecular Weight: 427.5
• Mol file: 205694-35-5.mol

Synonyms:tert-butyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate

Chemical Property of tert-butyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate

There total 6 articles about tert-butyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate 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: 70.0%

tert-butyl 2-(3-{N-[2-(N-tert-butoxycarbonylamino)acetyl]-N-(N-methyl-N-phenylcarbamoylmethyl)amino}phenoxy)acetate (205694-29-7) → tert-butyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate (205694-35-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.5h;

DOI:10.1248/cpb.46.434

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → tert-butyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate (205694-35-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / K₂CO₃ / dimethylformamide / 3 h / 70 °C

2: H₂ / 5percent Pd/C / methanol; ethyl acetate / 0.75 h / 760 Torr

3: EDC*HCl, DMAP / CH₂Cl₂ / Ambient temperature

4: 1.) NaH / 1.) THF, 60 deg C, 15 min, 2.) THF, RT, 1.5 h

5: 70 percent / TFA / CH₂Cl₂ / 0.5 h

With dmap; hydrogen; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.434

Reference yield:

meta-nitrophenol (554-84-7) → tert-butyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate (205694-35-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / K₂CO₃ / dimethylformamide / 3 h / 70 °C

2: H₂ / 5percent Pd/C / methanol; ethyl acetate / 0.75 h / 760 Torr

3: EDC*HCl, DMAP / CH₂Cl₂ / Ambient temperature

4: 1.) NaH / 1.) THF, 60 deg C, 15 min, 2.) THF, RT, 1.5 h

5: 70 percent / TFA / CH₂Cl₂ / 0.5 h

With dmap; hydrogen; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.434

upstream raw materials:

tert-butyl 2-(3-{N-[2-(N-tert-butoxycarbonylamino)acetyl]-N-(N-methyl-N-phenylcarbamoylmethyl)amino}phenoxy)acetate

bromoacetic acid tert-butyl ester

meta-nitrophenol

tert-butyl 2-(3-nitrophenoxy)acetate