e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

A practical synthesis of multitargeted antifolate LY231514

CJ Barnett, TM Wilson…

Index: Organic Process Research and Development, , vol. 3, # 3 p. 184 - 188

Full Text: HTML

Citation Number: 45

Abstract

... Our synthetic scheme for utilization of the haloaldehyde cyclocondensation process in the synthesis of ... directly in a TEMPO 10 -catalyzed sodium hypochlorite oxidation 11 procedure, providing the ... The organic layer was washed with 260 L of 5% sodium bicarbonate solution ...

4-(4-Oxobutyl)benzoic acid methyl ester Structure

4-(4-Oxobutyl)b...

~%

4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pymol[2,3-d]pyrimodin-5-yl)ethyl]benzoic acid Structure

4-[2-(2-Amino-4...

Methyl 4-bromobenzoate Structure

Methyl 4-bromob...

~%

4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pymol[2,3-d]pyrimodin-5-yl)ethyl]benzoic acid Structure

4-[2-(2-Amino-4...

methyl 4-(4-hydroxybut-1-yn-1-yl)benzoate Structure

methyl 4-(4-hyd...

~%

4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pymol[2,3-d]pyrimodin-5-yl)ethyl]benzoic acid Structure

4-[2-(2-Amino-4...

methyl 4-(4-hydroxybut-1-yl)benzoate Structure

methyl 4-(4-hyd...

~%

4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pymol[2,3-d]pyrimodin-5-yl)ethyl]benzoic acid Structure

4-[2-(2-Amino-4...

4-(4-Oxobutyl)benzoic acid methyl ester Structure

4-(4-Oxobutyl)b...

~%

PEMETREXED DIETHYL ESTER (L-GLUTAMIC ACID, N-[4-[2-(2-AMINO-4,7-DIHYDRO-4-OXO-3H-PYRROLO[2,3-D]PYRIMIDIN-5-YL)ETHYL]BENZOYL]-, 1,5-DIETHYL ESTER ) Structure

PEMETREXED DIET...

Methyl 4-bromobenzoate Structure

Methyl 4-bromob...

~%

PEMETREXED DIETHYL ESTER (L-GLUTAMIC ACID, N-[4-[2-(2-AMINO-4,7-DIHYDRO-4-OXO-3H-PYRROLO[2,3-D]PYRIMIDIN-5-YL)ETHYL]BENZOYL]-, 1,5-DIETHYL ESTER ) Structure

PEMETREXED DIET...

methyl 4-(4-hydroxybut-1-yn-1-yl)benzoate Structure

methyl 4-(4-hyd...

~%

PEMETREXED DIETHYL ESTER (L-GLUTAMIC ACID, N-[4-[2-(2-AMINO-4,7-DIHYDRO-4-OXO-3H-PYRROLO[2,3-D]PYRIMIDIN-5-YL)ETHYL]BENZOYL]-, 1,5-DIETHYL ESTER ) Structure

PEMETREXED DIET...

methyl 4-(4-hydroxybut-1-yl)benzoate Structure

methyl 4-(4-hyd...

~%

PEMETREXED DIETHYL ESTER (L-GLUTAMIC ACID, N-[4-[2-(2-AMINO-4,7-DIHYDRO-4-OXO-3H-PYRROLO[2,3-D]PYRIMIDIN-5-YL)ETHYL]BENZOYL]-, 1,5-DIETHYL ESTER ) Structure

PEMETREXED DIET...

4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pymol[2,3-d]pyrimodin-5-yl)ethyl]benzoic acid Structure

4-[2-(2-Amino-4...

~%

Diethyl 2-(4-(2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioate 4-methylbenzenesulfonate Structure

Diethyl 2-(4-(2...

4-(4-Oxobutyl)benzoic acid methyl ester Structure

4-(4-Oxobutyl)b...

~%

Diethyl 2-(4-(2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioate 4-methylbenzenesulfonate Structure

Diethyl 2-(4-(2...

methyl 4-(4-hydroxybut-1-yn-1-yl)benzoate Structure

methyl 4-(4-hyd...

~%

Diethyl 2-(4-(2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioate 4-methylbenzenesulfonate Structure

Diethyl 2-(4-(2...

Methyl 4-bromobenzoate Structure

Methyl 4-bromob...

~%

Diethyl 2-(4-(2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioate 4-methylbenzenesulfonate Structure

Diethyl 2-(4-(2...

methyl 4-(4-hydroxybut-1-yl)benzoate Structure

methyl 4-(4-hyd...

~%

Diethyl 2-(4-(2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioate 4-methylbenzenesulfonate Structure

Diethyl 2-(4-(2...

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