methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-iodophenoxy}acetate

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Chemical Name:methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-iodophenoxy}acetate
CAS No.:292835-93-9
Molecular Formula:C₂₂H₃₃IN₂O₆
Molecular Weight:548.418
Hs Code.:

Synonyms:methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-iodophenoxy}acetate

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Chemical Property of methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-iodophenoxy}acetate

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Technology Process of methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-iodophenoxy}acetate

There total 1 articles about methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-iodophenoxy}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: 89.0%

: 96-32-2
bromoacetic acid methyl ester

: 221077-42-5
tert-butyl (1S)-1-(4-hydroxy-3-iodobenzyl)-2-oxo-2-(pentylamino)ethylcarbamate

: 292835-93-9
methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-iodophenoxy}acetate

Guidance literature:: With potassium carbonate; In acetone; at 50 ℃;
DOI:10.1021/jm011100y

Reference yield: 47.0%

: 623-47-2
propynoic acid ethyl ester

: 292835-93-9
methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-iodophenoxy}acetate

: 292835-94-0
ethyl 3-[5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(2-methoxy-2-oxoethoxy)phenyl]-2-propynoate

Guidance literature:: With copper(I) oxide; In N,N-dimethyl-formamide; at 110 ℃; for 16h;
DOI:10.1021/jm011100y

Reference yield:

: 292835-93-9
methyl 2-{4-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-iodophenoxy}acetate

: 3-{5-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-pentylcarbamoyl-ethyl]-2-carboxymethoxy-phenyl}-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 47 percent / Cu₂O / dimethylformamide / 16 h / 110 °C

2: TFA / CH₂Cl₂ / 4 h / 0 - 20 °C

3: 1.09 g / 1-hydroxybenzotriazole; EDC / CH₂Cl₂ / 20 °C

4: 99 percent / 2.5 M aq. LiOH / tetrahydrofuran / 4.5 h / 20 °C

5: 98 percent / H₂ / 10percent Pd/C / methanol / 4 h / atmospheric pressure

With copper(I) oxide; lithium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm011100y