ethyl (S)-(-)-6-(N-tert-butoxycarbonyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate

Base Information

• Chemical Name: ethyl (S)-(-)-6-(N-tert-butoxycarbonyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate
• CAS No.: 199926-80-2
• Molecular Formula: C₂₂H₃₁NO₅
• Molecular Weight: 389.492

Synonyms:ethyl (S)-(-)-6-(N-tert-butoxycarbonyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate

Chemical Property of ethyl (S)-(-)-6-(N-tert-butoxycarbonyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate

Chemical Property:

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Technology Process of ethyl (S)-(-)-6-(N-tert-butoxycarbonyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate

There total 1 articles about ethyl (S)-(-)-6-(N-tert-butoxycarbonyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate 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: 99.0%

(E)-[2-ethoxy-3-(ethoxycarbonyl)-2-propenylidene]triphenylphosphorane (145822-68-0) + Boc-L-phenylalaninal (72155-45-4) → ethyl (S)-(-)-6-(N-tert-butoxycarbonyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate (199926-80-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.3987/com-99-s141

Reference yield: 99.0%

ethyl (S)-(-)-6-(N-tert-butoxycarbonyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate (199926-80-2) + methyl iodide (74-88-4) → ethyl (S)-(-)-6-(N-tert-butoxycarbonyl-N-methyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate (199926-94-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h;

Reference yield: 91.0%

ethyl (S)-(-)-6-(N-tert-butoxycarbonyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate (199926-80-2) → ethyl 1-(N-tert-butoxycarbonyl)-5-benzyl-2-pyrrolylacetate (271585-88-7)

Guidance literature:

With sulfuric acid; silica gel; In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.3987/com-99-s141

upstream raw materials:

(E)-[2-ethoxy-3-(ethoxycarbonyl)-2-propenylidene]triphenylphosphorane

Boc-L-phenylalaninal

Downstream raw materials:

ethyl (S)-(-)-6-(N-tert-butoxycarbonyl-N-4-methoxybenzyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate

ethyl 1-(N-tert-butoxycarbonyl)-5-benzyl-2-pyrrolylacetate

ethyl (S)-(-)-6-(N-tert-butoxycarbonyl-N-methyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate

(4S,5S)-(-)-5-(3-ethoxycarbonyl-2-oxo)propyl-3-(N-methyl)-4-benzyl-2-oxazolidinone

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