Methyl (4R,5R)-(E)-3-(1,3-Dimethyl-4,5-diphenyl-2-imidazolidinyl)propenoate

Base Information

• Chemical Name: Methyl (4R,5R)-(E)-3-(1,3-Dimethyl-4,5-diphenyl-2-imidazolidinyl)propenoate
• CAS No.: 135212-29-2
• Molecular Formula: C₂₁H₂₄N₂O₂
• Molecular Weight: 336.434
• Mol file: 135212-29-2.mol

Synonyms:Methyl (4R,5R)-(E)-3-(1,3-Dimethyl-4,5-diphenyl-2-imidazolidinyl)propenoate

Chemical Property of Methyl (4R,5R)-(E)-3-(1,3-Dimethyl-4,5-diphenyl-2-imidazolidinyl)propenoate

Chemical Property:

Purity/Quality:

METHYL (4R,5R)-(E)-3-(1,3-DIMETHYL-4,5-DIPHENYL-2-IMIDAZOLIDINYL)PROPENOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl (4R,5R)-(E)-3-(1,3-Dimethyl-4,5-diphenyl-2-imidazolidinyl)propenoate

There total 9 articles about Methyl (4R,5R)-(E)-3-(1,3-Dimethyl-4,5-diphenyl-2-imidazolidinyl)propenoate 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: 59.0%

methyl (E)-4-oxo-2-butenoate (5837-72-9) + (+/-)-N,N'-dimethyl-1,2-diphenyl-1,2-ethylenediamine (22751-68-4,60508-97-6,60509-62-8,70749-06-3,118628-68-5) → Methyl (4RS,5RS)-(E)-3-(1,3-Dimethyl-4,5-diphenylimidazolidin-2-yl)propenoate (135075-64-8,135212-29-2)

Guidance literature:

With pyridinium p-toluenesulfonate; In chloroform; Ambient temperature; a few minutes;

DOI:10.1021/jo00014a028

Reference yield:

rac-1,2-diphenylethylene-1,2-diamine (951-87-1,5700-60-7,16635-95-3,29841-69-8,35132-20-8,107133-00-6) → Methyl (4RS,5RS)-(E)-3-(1,3-Dimethyl-4,5-diphenylimidazolidin-2-yl)propenoate (135075-64-8,135212-29-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / ethanol / 0.17 h / Ambient temperature

2: 98 percent / LiAlH₄ / tetrahydrofuran / 9.5 h / Heating

3: 59 percent / pyridinium p-toluenesulfonate / CHCl₃ / Ambient temperature; a few minutes

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; In tetrahydrofuran; ethanol; chloroform;

DOI:10.1021/jo00014a028

Reference yield:

(R,R)-1,2-diphenylethylenediamine (35132-20-8) → Methyl (4R,5R)-(+)-(E)-3-(1,3-Dimethyl-4,5-diphenylimidazolidin-2-yl)propenoate (135212-29-2)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / Heating

3: pyridinium p-toluenesulfonate / CHCl₃ / 0.17 h / Ambient temperature

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; In tetrahydrofuran; ethanol; chloroform;

DOI:10.1021/jo00014a028

upstream raw materials:

methyl (E)-4-oxo-2-butenoate

(+/-)-N,N'-dimethyl-1,2-diphenyl-1,2-ethylenediamine

rac-1,2-diphenylethylene-1,2-diamine

Diethyl N,N'-(1,2-diphenylethylene)biscarbamate

Downstream raw materials:

(2R,3R,4R,5S)-3-((4R,5R)-1,3-Dimethyl-4,5-diphenyl-imidazolidin-2-yl)-5-phenyl-1-(toluene-4-sulfonyl)-pyrrolidine-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester

(2R,3R,4R,5S)-3-((4R,5R)-1,3-Dimethyl-4,5-diphenyl-imidazolidin-2-yl)-5-phenyl-1-(toluene-4-sulfonyl)-pyrrolidine-2,4-dicarboxylic acid dimethyl ester

(2R,3R,4R,5S)-3-Dimethoxymethyl-5-phenyl-1-(toluene-4-sulfonyl)-pyrrolidine-2,4-dicarboxylic acid dimethyl ester

methyl trans-4-(trans-1,3-dimethyl-4,5-diphenylperhydro-2-imidazolyl)-3-phenyl-2-isoxazoline-5-carboxylate