(E)-5-Morpholin-4-yl-3,5-diphenyl-pent-4-enoic acid tert-butyl ester

Base Information

• Chemical Name: (E)-5-Morpholin-4-yl-3,5-diphenyl-pent-4-enoic acid tert-butyl ester
• CAS No.: 136846-44-1
• Molecular Formula: C₂₅H₃₁NO₃
• Molecular Weight: 393.526
• Mol file: 136846-44-1.mol

Synonyms:

Chemical Property of (E)-5-Morpholin-4-yl-3,5-diphenyl-pent-4-enoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-5-Morpholin-4-yl-3,5-diphenyl-pent-4-enoic acid tert-butyl ester

There total 3 articles about (E)-5-Morpholin-4-yl-3,5-diphenyl-pent-4-enoic acid tert-butyl ester 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:

4-(2-Bromo-1-phenyl-ethylidene)-morpholin-4-ium → (E)-5-Morpholin-4-yl-3,5-diphenyl-pent-4-enoic acid tert-butyl ester (136846-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / diethyl ether / -20 deg C to room temp.

2: 1.) tert-butyllithium / 1.) pentane/THF, -78 deg C, 40 min 2.) THF, -78 deg C, 2 h; -78 to 0 deg C, 4 h; quenching with buffer pH 7

With tert.-butyl lithium; triethylamine; In diethyl ether;

DOI:10.1055/s-1991-26536

Reference yield:

4-(1-phenylvinyl)morpholine (7196-01-2) → (E)-5-Morpholin-4-yl-3,5-diphenyl-pent-4-enoic acid tert-butyl ester (136846-44-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Br₂ / diethyl ether / -60 deg C, 30 min; then 0 deg C

2: Et₃N / diethyl ether / -20 deg C to room temp.

3: 1.) tert-butyllithium / 1.) pentane/THF, -78 deg C, 40 min 2.) THF, -78 deg C, 2 h; -78 to 0 deg C, 4 h; quenching with buffer pH 7

With bromine; tert.-butyl lithium; triethylamine; In diethyl ether;

DOI:10.1055/s-1991-26536

Reference yield:

tert-butyl cinnamate (14990-09-1) + 4-((E)-2-Bromo-1-phenyl-vinyl)-morpholine (136843-98-6) → (E)-5-Morpholin-4-yl-3,5-diphenyl-pent-4-enoic acid tert-butyl ester (136846-44-1) + 4-<(E)-4,6-di-tert-butoxycarbonyl-1,3,5-triphenyl-1-hexen-1-yl>morpholine (136843-79-3)

Guidance literature:

With tert.-butyl lithium; Yield given. Multistep reaction; 1.) pentane/THF, -78 deg C, 40 min 2.) THF, -78 deg C, 2 h; -78 to 0 deg C, 4 h; quenching with buffer pH 7;

DOI:10.1055/s-1991-26536

upstream raw materials:

tert-butyl cinnamate

4-((E)-2-Bromo-1-phenyl-vinyl)-morpholine

4-(1-phenylvinyl)morpholine

Refernces