(R)-2-(tert-Butyl)-3-methylimidazolidin-4-one (R)-2-hydroxy-2-phenylacetate

Base Information

• Chemical Name: (R)-2-(tert-Butyl)-3-methylimidazolidin-4-one (R)-2-hydroxy-2-phenylacetate
• CAS No.: 119838-37-8
• Molecular Formula: C₈H₈O₃*C₈H₁₆N₂O
• Molecular Weight: 308.378
• Mol file: 119838-37-8.mol

Synonyms:(2R)-2-tert-butyl-3-methylimidazolidin-4-one;(2R)-2-hydroxy-2-phenylacetic acid;(R)-2-(tert-Butyl)-3-methylimidazolidin-4-one (R)-2-hydroxy-2-phenylacetate;Benzeneacetic acid, alpha-hydroxy-, (alphaR)-, compd. with (2R)-2-(1,1-dimethylethyl)-3-methyl-4-imidazolidinone (1:1)

Chemical Property of (R)-2-(tert-Butyl)-3-methylimidazolidin-4-one (R)-2-hydroxy-2-phenylacetate

Chemical Property:

• PSA: 89.87000
• LogP: 1.49150
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 308.17360725
• Heavy Atom Count: 22
• Complexity: 310

Purity/Quality:

97% ^*data from raw suppliers

(R)-2-(tert-Butyl)-3-methyl-4-oxoimidazolidin-1-ium(R)-2-hydroxy-2-phenylacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1NCC(=O)N1C.C1=CC=C(C=C1)C(C(=O)O)O
• Isomeric SMILES: CC(C)(C)[C@@H]1NCC(=O)N1C.C1=CC=C(C=C1)[C@H](C(=O)O)O

Technology Process of (R)-2-(tert-Butyl)-3-methylimidazolidin-4-one (R)-2-hydroxy-2-phenylacetate

There total 1 articles about (R)-2-(tert-Butyl)-3-methylimidazolidin-4-one (R)-2-hydroxy-2-phenylacetate 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: 44.0%

(R)-Mandelic Acid (611-71-2) + (+/-)-2-(tert-butyl)-3-methylimidazolidin-4-one (101055-55-4) → (R)-2-t-butyl-3-methyl-4-imidazolidinone-(R)-mandelate (119838-37-8)

Guidance literature:

In dichloromethane; acetone;

DOI:10.1016/S0040-4020(01)86036-1

Reference yield: 74.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-2-t-butyl-3-methyl-4-imidazolidinone-(R)-mandelate (119838-37-8) → (2S)-1-(tert-butyloxycarbonyl)-2-tert-butyl-3-methylimidazolidin-4-one (119838-38-9)

Guidance literature:

With dmap; sodium hydroxide; triethylamine; Ambient temperature; 1.) CH₂Cl₂, 2.) acetone, RT, 8 h;

DOI:10.1016/S0040-4020(01)86036-1

Reference yield:

(R)-2-t-butyl-3-methyl-4-imidazolidinone-(R)-mandelate (119838-37-8) → (2S,5S)-1-benzoyl-2-t-butyl-5-(2-hydroxyethyl)-3-methyl-4-imidazolidinone (119838-35-6)

Guidance literature:

Multi-step reaction with 2 steps

2: 56 percent / 1.) LDA; 2.) BF₃-etherate / tetrahydrofuran; hexane / 1 h / -50 °C

With boron trifluoride diethyl etherate; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1016/S0040-4020(01)86036-1

upstream raw materials:

(R)-Mandelic Acid

(+/-)-2-(tert-butyl)-3-methylimidazolidin-4-one

Downstream raw materials:

(2S)-1-(tert-butyloxycarbonyl)-2-tert-butyl-3-methylimidazolidin-4-one

(2S)-1-benzoyl-2-(1,1-dimethylethyl)-3-methyl-4-imidazolidinone

(2S,5S)-1-benzoyl-2-t-butyl-5-(2-hydroxyethyl)-3-methyl-4-imidazolidinone