diethyl 2-(4-{(2S)-3-(benzyloxy)-2-[(4-methoxy-4-oxobutanoyl)amino]-3-oxopropyl}phenoxy)malonate

Base Information

• Chemical Name: diethyl 2-(4-{(2S)-3-(benzyloxy)-2-[(4-methoxy-4-oxobutanoyl)amino]-3-oxopropyl}phenoxy)malonate
• CAS No.: 221077-36-7
• Molecular Formula: C₂₈H₃₃NO₁₀
• Molecular Weight: 543.571

Synonyms:diethyl 2-(4-{(2S)-3-(benzyloxy)-2-[(4-methoxy-4-oxobutanoyl)amino]-3-oxopropyl}phenoxy)malonate

Chemical Property of diethyl 2-(4-{(2S)-3-(benzyloxy)-2-[(4-methoxy-4-oxobutanoyl)amino]-3-oxopropyl}phenoxy)malonate

Chemical Property:

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Technology Process of diethyl 2-(4-{(2S)-3-(benzyloxy)-2-[(4-methoxy-4-oxobutanoyl)amino]-3-oxopropyl}phenoxy)malonate

There total 2 articles about diethyl 2-(4-{(2S)-3-(benzyloxy)-2-[(4-methoxy-4-oxobutanoyl)amino]-3-oxopropyl}phenoxy)malonate 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:

diethyl 2-chloromalonate (14064-10-9) + C24H25NO10 → diethyl 2-(4-{(2S)-3-(benzyloxy)-2-[(4-methoxy-4-oxobutanoyl)amino]-3-oxopropyl}phenoxy)malonate (221077-36-7)

Guidance literature:

With potassium carbonate; In acetone; for 18h;

Reference yield:

diethyl 2-chloromalonate (14064-10-9) + methyl 4-{[(1S)-2-(benzyloxy)-1-(4-hydroxybenzyl)-2-oxoethyl]amino}-4-oxobutanoate (221077-35-6) → diethyl 2-(4-{(2S)-3-(benzyloxy)-2-[(4-methoxy-4-oxobutanoyl)amino]-3-oxopropyl}phenoxy)malonate (221077-36-7) + 2-{4-[(S)-2-Benzyloxycarbonyl-2-(3-methoxycarbonyl-propionylamino)-ethyl]-phenoxy}-2-chloro-malonic acid diethyl ester

Guidance literature:

With potassium carbonate; In acetone; for 18h; Title compound not separated from byproducts.;

DOI:10.1021/jm010393s

Reference yield: 87.0%

diethyl 2-(4-{(2S)-3-(benzyloxy)-2-[(4-methoxy-4-oxobutanoyl)amino]-3-oxopropyl}phenoxy)malonate (221077-36-7) → (2S)-3-{4-[2-ethoxy-1-(ethoxycarbonyl)-2-oxoethoxy]phenyl}2-[(4-methoxy-4-oxobutanoyl)amino]propanoic acid (221077-37-8)

Guidance literature:

With hydrogen; 10percent Pd/C; In ethanol; for 0.75h; under 1810.07 Torr;

DOI:10.1021/jm010393s

upstream raw materials:

diethyl 2-chloromalonate

methyl 4-{[(1S)-2-(benzyloxy)-1-(4-hydroxybenzyl)-2-oxoethyl]amino}-4-oxobutanoate

Downstream raw materials:

(2S)-3-{4-[2-ethoxy-1-(ethoxycarbonyl)-2-oxoethoxy]phenyl}2-[(4-methoxy-4-oxobutanoyl)amino]propanoic acid

2-{4-[(S)-2-((S)-1-Hydroxymethyl-3-methyl-butylcarbamoyl)-2-(3-methoxycarbonyl-propionylamino)-ethyl]-phenoxy}-malonic acid diethyl ester

2-{4-[(S)-2-(3-Methoxycarbonyl-propionylamino)-2-(3-phenyl-propylcarbamoyl)-ethyl]-phenoxy}-malonic acid diethyl ester

structure derived from the reaction

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