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

Base Information

Chemical Name:isopropyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate
CAS No.:205694-36-6
Molecular Formula:C₂₂H₂₇N₃O₅
Molecular Weight:413.473
Hs Code.:

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

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

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

There total 6 articles about isopropyl 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: 68.0%

: 205694-30-0
isopropyl 2-(3-{N-[2-(N-tert-butoxycarbonylamino)acetyl]-N-(N-methyl-N-phenylcarbamoylmethyl)amino}phenoxy)acetate

: 205694-36-6
isopropyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 0.5h;
DOI:10.1248/cpb.46.434

Reference yield:

: 1878-88-2
2-(3-nitrophenoxy)acetic acid

: 205694-36-6
isopropyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate

Guidance literature:: Multi-step reaction with 6 steps

1: DMF, SOCl₂ / 0.5 h / Heating

2: 6.1 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

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

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

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

6: 68 percent / TFA / CH₂Cl₂ / 0.5 h

With pyridine; dmap; thionyl chloride; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.46.434

Reference yield:

: 40257-02-1
3-nitrophenoxyacetyl chloride

: 205694-36-6
isopropyl 2-{3-[N-(2-aminoacetyl)-N-(N-methyl-N-phenylcarbamoylmethyl)amino]phenoxy}acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 6.1 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

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: 68 percent / TFA / CH₂Cl₂ / 0.5 h

With pyridine; dmap; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.46.434