Sodium Hydroxide → D-Pemetrexed disodium

HRID 1892630Notes

Reaction equation

C1(C)C=CC(S(O)(=O)=O)=CC=1.C([O:14][C:15](=[O:46])[C@H:16]([CH2:39][CH2:40][C:41]([O:43]CC)=[O:42])[NH:17][C:18](=[O:38])[C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][C:27]2[C:35]3[C:34](=[O:36])[N:33]=[C:32]([NH2:37])[NH:31][C:30]=3[NH:29][CH:28]=2)=[CH:21][CH:20]=1)C.[OH-].[Na+:48]>>[CH:21]1[C:22]([CH2:25][CH2:26][C:27]2[C:35]3[C:34]([NH:33][C:32]([NH2:37])=[N:31][C:30]=3[NH:29][CH:28]=2)=[O:36])=[CH:23][CH:24]=[C:19]([C:18]([NH:17][C@@H:16]([C:15]([O-:46])=[O:14])[CH2:39][CH2:40][C:41]([O-:43])=[O:42])=[O:38])[CH:20]=1.[Na+:48].[Na+:48]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 178471564HCID 178471564, compound

Product 1

HCID 135625269D-Pemetrexed disodium

Procedure

reacting N-[4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl-L-glutamic acid diethyl ester p-toluenesulfonate salt with sodium hydroxide to give pemetrexed disodium.

Sources & evidence

ORD record: ord-60d86b3b3f2248eababec945432a1cbd
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08507716B2

Reaction notes

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