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

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Chemical Name:ethyl 3-[5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(2-methoxy-2-oxoethoxy)phenyl]-2-propynoate
CAS No.:292835-94-0
Molecular Formula:C₂₇H₃₈N₂O₈
Molecular Weight:518.607
Hs Code.:

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

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Chemical Property of ethyl 3-[5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(2-methoxy-2-oxoethoxy)phenyl]-2-propynoate

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Technology Process of ethyl 3-[5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(2-methoxy-2-oxoethoxy)phenyl]-2-propynoate

There total 1 articles about ethyl 3-[5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(2-methoxy-2-oxoethoxy)phenyl]-2-propynoate 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: 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:

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

: [5-((S)-2-Amino-2-pentylcarbamoyl-ethyl)-2-methoxycarbonylmethoxy-phenyl]-propynoic acid ethyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 4h;
DOI:10.1021/jm011100y

Reference yield:

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

: 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 4 steps

1: TFA / CH₂Cl₂ / 4 h / 0 - 20 °C

2: 1.09 g / 1-hydroxybenzotriazole; EDC / CH₂Cl₂ / 20 °C

3: 99 percent / 2.5 M aq. LiOH / tetrahydrofuran / 4.5 h / 20 °C

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

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