1335210-25-7|(3S,11AR)-N-(2,4-difluorobenzyl)-6-methoxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydrooxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide| Ambeed

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CAS No. :	1335210-25-7
Formula :	C₂₀H₁₉F₂N₃O₅
M.W :	419.38
SMILES Code :	O=C(C1=CN2C(C(N3[C@@](OC[C@@H]3C)([H])C2)=O)=C(OC)C1=O)NCC4=CC=C(F)C=C4F
MDL No. :	MFCD29059072

Yield	Reaction Conditions	Operation in experiment
		C. (3S,llaR)-N-[(2,4-Difluorophenyl)methyl]-3-methyI-6-(methyloxy)-5,7-dioxo- 2,3,5,7,11,1 la-hexahydro [1,3] oxazolo [3,2-a]pyrido [l,2-
	With 4-methyl-morpholine; chloroformic acid ethyl ester; In dichloromethane; at 0℃;Flow reactor;	A solution of l-(2,2-dimethoxyethyl)-5-methoxy-6-(methoxycarbonyl)-4-oxo-l,4- dihydropyridine-3 -carboxylic acid (V) in acetic acid / Dimethyl carbonate (25. Og, 0.079 moles) and methane sulfonic acid (3.79 g, 0.039 moles) were introduced in micro channel reactor. After residence time of 9 mins at l30C, the reaction mixture containing 5-methoxy-6-(methoxycarbonyl)-4-oxo-l-(2- oxoethyl)-l,4-dihydropyridine-3 -carboxylic acid (IVa) was further introduced into a second Tube Flow reactor and cyclised with solution of (S)-2-amino-propan-l- ol in (8.35g,0. l 1 moles) in Dimethyl carbonate at l00C at a residence time of 6 mins followed by quenching with Aq HC1 solution. The organic layer containing (3 S, 1 laR)-6-methoxy-3-methyl-5,7-dioxo-2,3,5,7,l 1,1 la-hexahydrooxazolo-[3,2- a] pyrido[ 1 ,2-ri/pyrazine -8-carboxylic acid (III b) was separated and introduced into a third Tube Flow Reactor with a solution of N-Methyl Morpholine (12. Og, 0.119 moles) and a solution of 2,4-diflurobenzylamine (l5.8g,0. l2moles) in MDC solvent and reacted in presence of Ethyl chloroformate (l2.06g,0. l l moles) at 0C . After a residence time of 2 mins yields (3S, l laR)-N-(2,4-Difluorobenzyl)- 6-methoxy-3-methyl-5,7-dioxo-2,3,5,7, l 1,1 la-hexahydrooxazolo-[3,2- a]pyrido[l,2- (0306) HPLC purity : 98.0% (0307) Yield : 85.0%.

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H401	Toxic to aquatic life
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H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 1335210-25-7

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CAS No.: 1335210-25-7

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