(R)-(+)-1-BOC-2-TERT-BUTYL-3-METHYL-4-IMIDAZOLIDINONE Chemical Properties

Melting point:

68-70 °C(lit.)

Boiling point:

399.58°C (rough estimate)

Density 

1.0600 (rough estimate)

refractive index 

1.4365

storage temp. 

Sealed in dry,2-8°C

form 

crystalline solid

pka

-0.60±0.40(Predicted)

color 

colorless

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

8-10

HS Code 

29332100

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

(R)-(+)-1-BOC-2-TERT-BUTYL-3-METHYL-4-IMIDAZOLIDINONE Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

(R)-(+)-1-Boc-2-tert-butyl-3-methyl-4-imidazolidinone is a chiral glycine derivative used for the synthesis of amino acids.

Synthesis

The commercial glycine N-methylamide hydrochloride is converted to the racemic imidazolidinone (2) by imine formation with Pivalaldehyde and cyclization under acidic conditions (eq 1). The mandelate salt of like configuration is less soluble and is used for highly efficient resolution; subsequent treatment with Boc anhydride (Di-t-butyl Dicarbonate) gives the enantiomeric Boc-BMI (1) (eq 2).

References

1. Fitzi, R.; Seebach, D. T 1988, 5277.
2. Seebach, D.; Fitzi, R. Ger. Patent 3 604 591, 1986 (CA 1988, 108, 94 944j).
3. Seebach, D.; Dziadulewicz, E.; Behrendt, L.; Cantoreggi, S.; Fitzi, R. LA 1989, 1215.

(R)-(+)-1-BOC-2-TERT-BUTYL-3-METHYL-4-IMIDAZOLIDINONE(119838-44-7)Related Product Information

• (S)-(-)-1-(TERT-BUTOXYCARBONYL)-2-TERT-BUTYL-3-METHYL-4-IMIDAZOLIDINONE
• Carbamic acid, [2-(propylamino)ethyl]-, 1,1-dimethylethyl ester (9CI)
• (2-AMINO-ETHYL)-PROPYL-CARBAMIC ACID TERT-BUTYL ESTER
• (R)-(+)-1-BOC-2-TERT-BUTYL-3-METHYL-4-IMIDAZOLIDINONE
• CARBAMIC ACID, [2-(DIMETHYLAMINO)ETHYL]-, 1,1-DIMETHYLETHYL ESTER
• tert-Butyl (2-aminoethyl)(ethyl)carbamate
• tert-butyl N-[2-(dimethylamino)-2-oxoethyl]carbamate
• N-Boc-N-methylethylenediamine