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

Base Information

• Chemical Name: ethyl (R)-(+)-6-(N-tert-butoxycarbonyl-N-methyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate
• CAS No.: 199926-97-1
• Molecular Formula: C₂₃H₃₃NO₅
• Molecular Weight: 403.519
• Mol file: 199926-97-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about ethyl (R)-(+)-6-(N-tert-butoxycarbonyl-N-methyl)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: 100.0%

ethyl (R)-(+)-6-(N-tert-butoxycarbonyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate (199926-83-5) + methyl iodide (74-88-4) → ethyl (R)-(+)-6-(N-tert-butoxycarbonyl-N-methyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate (199926-97-1)

Guidance literature:

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

Reference yield:

(E)-[2-ethoxy-3-(ethoxycarbonyl)-2-propenylidene]triphenylphosphorane (145822-68-0) → ethyl (R)-(+)-6-(N-tert-butoxycarbonyl-N-methyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate (199926-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / tetrahydrofuran / 24 h / 20 °C

2: 100 percent / NaH in mineral oil / dimethylformamide / 1.5 h / 0 °C

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Alkylation / 2: Methylation;

Reference yield:

N-(tert-butoxycarbonyl)-D-phenylalaninal (77119-85-8) → ethyl (R)-(+)-6-(N-tert-butoxycarbonyl-N-methyl)amino-3-ethoxy-7-phenylhepta-2,4-dienoate (199926-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / tetrahydrofuran / 24 h / 20 °C

2: 100 percent / NaH in mineral oil / dimethylformamide / 1.5 h / 0 °C

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Alkylation / 2: Methylation;

upstream raw materials:

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

methyl iodide

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

N-(tert-butoxycarbonyl)-D-phenylalaninal

Downstream raw materials:

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

(4R,5R)-(+)-5-(3-ethoxycarbonyl-2-ethoxy-2-propenyl)-3-(N-methyl)-4-benzyl-2-oxazolidinone