(2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([⁽²⁾H₃]methyl)imidazolidin-4-one

Base Information

• Chemical Name: (2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([⁽²⁾H₃]methyl)imidazolidin-4-one
• CAS No.: 1356584-71-8
• Molecular Formula: C₁₄H₁₈Cl₂N₂O
• Molecular Weight: 304.192

Synonyms:(2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([⁽²⁾H₃]methyl)imidazolidin-4-one

Chemical Property of (2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([⁽²⁾H₃]methyl)imidazolidin-4-one

Chemical Property:

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Technology Process of (2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([⁽²⁾H₃]methyl)imidazolidin-4-one

There total 2 articles about (2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([⁽²⁾H₃]methyl)imidazolidin-4-one 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: 98.0%

(R)-2-amino-N-(3,5-dichlorophenyl)[3,3,3-(2)H]propionamide (1356584-69-4) + pivalaldehyde (630-19-3) → (2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([(2)H3]methyl)imidazolidin-4-one (1356584-71-8)

Guidance literature:

In toluene; at 55 ℃; stereospecific reaction;

DOI:10.1002/jlcr.1934

Reference yield:

[(R)-1-(3,5-dichlorophenylcarbamoyl)[2,2,2-(2)H3]ethyl]carbamic acid tert-butyl ester (1356584-67-2) → (2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([(2)H3]methyl)imidazolidin-4-one (1356584-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; water / methanol / 0 - 20 °C

1.2: Cooling with ice

2.1: toluene / 55 °C

With hydrogenchloride; water; In methanol; toluene;

DOI:10.1002/jlcr.1934

Reference yield: 72.0%

(2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([(2)H3]methyl)imidazolidin-4-one (1356584-71-8) + trifluoroacetic anhydride (407-25-0) → (2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-[(2)H3]methyl-1-(2,2,2-trifluoroacetyl)imidazolidin-4-one (1356584-73-0)

Guidance literature:

(2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([⁽²⁾H₃]methyl)imidazolidin-4-one; With triethylamine; In dichloromethane; at -5 ℃; for 0.166667h;

trifluoroacetic anhydride; In dichloromethane; at -5 - 20 ℃;

DOI:10.1002/jlcr.1934

upstream raw materials:

[(R)-1-(3,5-dichlorophenylcarbamoyl)[2,2,2-⁽²⁾H₃]ethyl]carbamic acid tert-butyl ester

(R)-2-amino-N-(3,5-dichlorophenyl)[3,3,3-⁽²⁾H]propionamide

pivalaldehyde

Downstream raw materials:

tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[⁽²⁾H₃]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[⁽¹³⁾C₂]ethyl]carbamate

(2R,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-[⁽²⁾H₃]methyl-1-(2,2,2-trifluoroacetyl)-5-[[4-(trifluoromethoxy)phenyl]methyl]imidazolidin-4-one

(2R)-2-amino-N-(3,5-dichlorophenyl)-2-[⁽²⁾H₃]methyl-3-[4-(trifluoromethoxy)phenyl]propanamide

(2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-[⁽²⁾H₃]methyl-1-(2,2,2-trifluoroacetyl)imidazolidin-4-one

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