(R)-1-Z-2-tert-butyl-3-methyl-4-imidazolidinone

Base Information

• Chemical Name: (R)-1-Z-2-tert-butyl-3-methyl-4-imidazolidinone
• CAS No.: 119906-46-6
• Molecular Formula: C₁₆H₂₂N₂O₃
• Molecular Weight: 290.362
• DSSTox Substance ID: DTXSID50350800
• Wikidata: Q82126904
• Mol file: 119906-46-6.mol

Synonyms:(R)-1-Z-2-tert-butyl-3-methyl-4-imidazolidinone;119906-46-6;benzyl (2R)-2-tert-butyl-3-methyl-4-oxoimidazolidine-1-carboxylate;(R)-Benzyl 2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-carboxylate;DTXSID50350800;MFCD00075099;AKOS022180167;CS-0442190;J-004216;(R)-1-Z-2-tert-butyl-3-methyl-4-imidazolidinone, >=99.0% (N);(R)-Benzyl2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-carboxylate;Benzyl (R)-2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-carboxylate

Chemical Property of (R)-1-Z-2-tert-butyl-3-methyl-4-imidazolidinone

Chemical Property:

• Vapor Pressure: 8.45E-08mmHg at 25°C
• Melting Point: 84-86?°C(lit.)
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 290.16304257
• Heavy Atom Count: 21
• Complexity: 397

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-Z-2-tert-Butyl-3-methyl-4-imidazolidinone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1N(C(=O)CN1C(=O)OCC2=CC=CC=C2)C
• Isomeric SMILES: CC(C)(C)[C@@H]1N(C(=O)CN1C(=O)OCC2=CC=CC=C2)C
• Uses: (R)-1-Z-2-tert-butyl-3-methyl-4-imidazolidinone is a chiral glycine derivative used for the synthesis of amino acids.

Technology Process of (R)-1-Z-2-tert-butyl-3-methyl-4-imidazolidinone

There total 3 articles about (R)-1-Z-2-tert-butyl-3-methyl-4-imidazolidinone 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: 88.0%

benzyl chloroformate (501-53-1,94274-21-2) + (R)-2-tert-butyl-3-methyl-4-oxoimidazolidinium (R)-mandelate (119838-36-7) → (R)-2-t-butyl-1-carbobenzyloxy-3-methyl-4-imidazolidinone (119906-46-6,111610-19-6)

Guidance literature:

With sodium hydroxide; In dichloromethane; for 2h; Ambient temperature;

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

Reference yield:

(S)-Mandelic acid (17199-29-0) → (R)-2-t-butyl-1-carbobenzyloxy-3-methyl-4-imidazolidinone (119906-46-6,111610-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / acetone

2: 88 percent / 2N NaOH / CH₂Cl₂ / 2 h / Ambient temperature

With sodium hydroxide; In dichloromethane; acetone;

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

Reference yield:

(+/-)-2-(tert-butyl)-3-methylimidazolidin-4-one (101055-55-4) → (R)-2-t-butyl-1-carbobenzyloxy-3-methyl-4-imidazolidinone (119906-46-6,111610-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / acetone

2: 88 percent / 2N NaOH / CH₂Cl₂ / 2 h / Ambient temperature

With sodium hydroxide; In dichloromethane; acetone;

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

upstream raw materials:

benzyl chloroformate

(R)-2-tert-butyl-3-methyl-4-oxoimidazolidinium (R)-mandelate

(S)-Mandelic acid

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

Downstream raw materials:

3-benzyl-3'-(tert-butyl) (2R,2'S,4R,4'S)-2,2'-di(tert-butyl)-1,1'-dimethyl-5,5'-dioxo-4,4'-(1,4-butanediyl)-bis(imidazolidine)-3,3'-dicarboxylate

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