Pyridine → (2R-trans)-1-[2-[[[[4-(Acetylthio)tetrahydro-2-furanyl]methoxy]hydoxyphosphinyl]oxy]ethyl]pyridinium hydroxide

HRID 54781Notes

Reaction equation

HRID 54781 reaction equation
Br[CH2:2][CH2:3][O:4][P:5]([OH:18])([O:7][CH2:8][C@@H:9]1[O:13][CH2:12][C@@H:11]([S:14][C:15](=[O:17])[CH3:16])[CH2:10]1)=[O:6].[N:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CO>[OH-:4].[C:15]([S:14][C@@H:11]1[CH2:12][O:13][C@@H:9]([CH2:8][O:7][P:5]([OH:18])([O:4][CH2:3][CH2:2][N+:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:6])[CH2:10]1)(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 1049PyridineHCID 57157666Ethanethioic acid (3S-trans)-S-[5-[[[(2-bromoethoxy)hydroxyphosphinyl]oxy]methyl]-tetrahydro-3-furanyl]ester

Product 1

HCID 86750755(2R-trans)-1-[2-[[[[4-(Acetylthio)tetrahydro-2-furanyl]methoxy]hydoxyphosphinyl]oxy]ethyl]pyridinium hydroxide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound is prepared by the procedure of Example 90 using 0.50 g of product from Example 93, 3 ml of pyridine, 4 g of Amberlyst-21, and 10 ml of methyl alcohol to give 0.233 g of the desired product.

Sources & evidence

ORD record
ord-b27a442ae6fd4076b425b9af9201dc0c
Source dataset
uspto-grants-1997_04
Patent number
US05623081

Reaction notes

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