Z-PYR-OH synthesis
- Product Name:Z-PYR-OH
- CAS Number:32159-21-0
- Molecular formula:C13H13NO5
- Molecular Weight:263.25
497-19-8
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32159-21-0
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Yield:32159-21-0 87%
Reaction Conditions:
in 1,4-dioxane;sodium hydroxide
Steps:
8 N-Benzyloxycarbonyl-L-pyroglutamic acid
EXAMPLE 8 N-Benzyloxycarbonyl-L-pyroglutamic acid L-Pyroglutamic acid (2.02 g, 13.83 mmol) was dissolved in 1 N NaOH (13.84 mL) and the solution was cooled to 0° C. After 30 min stirring, Na2 CO3 (3.63 g) and benzyl chloroformate (4.82 mL) in dioxane (21.23 mL) were gradually added in equal portions. Stirring was continued at 0° C. for 1 h, then the solution was stirred overnight at room temperature and extracted with ethyl ether (2*20 mL). The aqueous solution was acidified with 2N HCl to pH 5 and extracted with ethyl acetate (3*50 mL). The ethyl acetate layer was dried over sodium sulfate and evaporated to give an oil, which crystallized overnight. Recrystallization of the crude product gave white crystalline material (2.86 g, 87%): FABMS 240.1 (M+H): HRFABMS Calcd for C13 H14 NO5 (M+H) 264.0872, Found 264.0866; Calcd for C13 H13 NaNO5 (M+Na) 286.0691, Found 286.0694.
References:
Rinehart;Kenneth L.;Sanborn;Alexandra J.;Wilson;George R. US6034058, 2000, A
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32159-21-0
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32159-21-0
193 suppliers
$9.00/5g