(E,2R)-N-Benzyl-5-<2'-<3''-(benzyloxy)phenyl>-2'-oxoethylidene>proline tert-butyl ester

Base Information

• Chemical Name: (E,2R)-N-Benzyl-5-<2'-<3''-(benzyloxy)phenyl>-2'-oxoethylidene>proline tert-butyl ester
• CAS No.: 154621-69-9
• Molecular Formula: C₃₁H₃₃NO₄
• Molecular Weight: 483.607
• Mol file: 154621-69-9.mol

Synonyms:(E,2R)-N-Benzyl-5-<2'-<3''-(benzyloxy)phenyl>-2'-oxoethylidene>proline tert-butyl ester

Chemical Property of (E,2R)-N-Benzyl-5-<2'-<3''-(benzyloxy)phenyl>-2'-oxoethylidene>proline tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E,2R)-N-Benzyl-5-<2'-<3''-(benzyloxy)phenyl>-2'-oxoethylidene>proline tert-butyl ester

There total 4 articles about (E,2R)-N-Benzyl-5-<2'-<3''-(benzyloxy)phenyl>-2'-oxoethylidene>proline 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:

3-Hydroxyacetophenone (121-71-1) → (E,2R)-N-Benzyl-5-<2'-<3''-(benzyloxy)phenyl>-2'-oxoethylidene>proline tert-butyl ester (154621-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / acetonitrile / 24 h / Ambient temperature

2: 1.) isopropenyl acetate, p-TsOH, 2.) pyridinium perbromide / 1.) reflux, 64 h, 2.) CH₂Cl₂, r.t., 12 min

With Isopropenyl acetate; pyridinium hydrobromide perbromide; potassium carbonate; toluene-4-sulfonic acid; In acetonitrile;

DOI:10.1021/jo00084a023

Reference yield:

benzyl bromide (100-39-0) → (E,2R)-N-Benzyl-5-<2'-<3''-(benzyloxy)phenyl>-2'-oxoethylidene>proline tert-butyl ester (154621-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / acetonitrile / 24 h / Ambient temperature

2: 1.) isopropenyl acetate, p-TsOH, 2.) pyridinium perbromide / 1.) reflux, 64 h, 2.) CH₂Cl₂, r.t., 12 min

With Isopropenyl acetate; pyridinium hydrobromide perbromide; potassium carbonate; toluene-4-sulfonic acid; In acetonitrile;

DOI:10.1021/jo00084a023

Reference yield:

1-[3-(phenylmethoxy)phenyl]ethan-1-one (34068-01-4) → (E,2R)-N-Benzyl-5-<2'-<3''-(benzyloxy)phenyl>-2'-oxoethylidene>proline tert-butyl ester (154621-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) isopropenyl acetate, p-TsOH, 2.) pyridinium perbromide / 1.) reflux, 64 h, 2.) CH₂Cl₂, r.t., 12 min

With Isopropenyl acetate; pyridinium hydrobromide perbromide; toluene-4-sulfonic acid;

DOI:10.1021/jo00084a023

upstream raw materials:

1-(3-(benzyloxy)phenyl)-2-bromoethanone

(R)-1-benzyl-5-thioxoproline tert-butyl ester

1-[3-(phenylmethoxy)phenyl]ethan-1-one

3-Hydroxyacetophenone

Downstream raw materials:

(2R,5R)-5-<2'-(3''-Hydroxyphenyl)ethyl>proline tert-butyl ester