ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoate

Base Information

• Chemical Name: ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoate
• CAS No.: 190203-26-0
• Molecular Formula: C₂₂H₃₃NO₅
• Molecular Weight: 391.508
• Mol file: 190203-26-0.mol

Synonyms:ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoate

Chemical Property of ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoate

There total 2 articles about ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoate 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: 93.7%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + tert-butyl N-[(1S)-1-[(4-tert-butoxyphenyl)methyl]-2-oxoethyl]carbamate (74974-37-1) → ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoate (190203-26-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; 1.) room temperature, 10 min, 2.) -50 deg C, 30 min; 10 deg C, 2.5 h;

DOI:10.1021/jo961447m

Reference yield: 92.0%

(carbethoxymethylene)triphenylphosphorane (139386-32-6) + tert-butyl N-[(1S)-1-[(4-tert-butoxyphenyl)methyl]-2-oxoethyl]carbamate (74974-37-1) → ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoate (190203-26-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1039/c4ob01548g

Reference yield: 97.5%

ethyl 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoate (190203-26-0) → 4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoic acid (171109-54-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; for 14h;

DOI:10.1021/jo961447m

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

tert-butyl N-[(1S)-1-[(4-tert-butoxyphenyl)methyl]-2-oxoethyl]carbamate

(carbethoxymethylene)triphenylphosphorane

Downstream raw materials:

4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoic acid

cyclotheonamide B

(S)-2-Acetylamino-3-[(E)-(S)-4-amino-5-(4-tert-butoxy-phenyl)-pent-2-enoylamino]-propionic acid allyl ester

allyl 2(S)-acetylamino-3-<<4(S)-<(tert-butyloxycarbonyl)amino>-5-<(4-tert-butyloxy)phenyl>pent-2(E)-enoyl>amino>propanoate