ChemicalBook CAS DataBase List N-[(1R)-3-(Dimethylamino)-1-(hydroxymethyl)-3-oxopropyl]carbamic Acid Phenylmethyl Ester

N-[(1R)-3-(Dimethylamino)-1-(hydroxymethyl)-3-oxopropyl]carbamic Acid Phenylmethyl Ester synthesis

5synthesis methods

Product Name:N-[(1R)-3-(Dimethylamino)-1-(hydroxymethyl)-3-oxopropyl]carbamic Acid Phenylmethyl Ester
CAS Number:870812-29-6
Molecular formula:C14H20N2O4
Molecular Weight:280.32

Benzyl (R)-5-oxotetrahydrofuran-3-ylcarbamate

118399-28-3
135 suppliers
$6.00/100mg

124-40-3
496 suppliers
$18.00/100ml

N-[(1R)-3-(Dimethylamino)-1-(hydroxymethyl)-3-oxopropyl]carbamic Acid Phenylmethyl Ester

870812-29-6
14 suppliers
$120.09/10mg

Yield:870812-29-6 99%

Reaction Conditions:

in tetrahydrofuran at 20; for 16 h;

Steps:

1.J benzyl (1R)-3-(dimethylamino)-1-(hydroxymethyl)-3-oxopropylcarbamate

EXAMPLE 1J benzyl (1R)-3-(dimethylamino)-1-(hydroxymethyl)-3-oxopropylcarbamate A solution of 3-(S)-((carbobenzyloxy)amino)-γ-butyrolactone (prepared according to the procedure described in McGarvey, G. J.; Williams, J. M.; Hiner, R. N.; Matsubara, Y.; Oh, T. J. Am. Chem. Soc. 1986, 108, 4943-4952, 7.72 g, 32.8 mmol) in THF (100 mL) was saturated with gaseous dimethylamine, stirred at room temperature for 16 hours, and concentrated. The residue was filtered through a plug of silica gel eluding with 50% acetone in hexanes to give the desired product (9.16 g, 99%). MS (CI) m/e 281 (M+H)⁺.

References:

US2005/272744,2005,A1 Location in patent:Page/Page column 11