Methanol → HCID 131719858, compound

HRID 54792Notes

Reaction equation

HRID 54792 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][C:12]([N:14]2[CH2:19][CH2:18][N:17]([C:20]([C@@H:22]3[O:30][CH2:29][C@H:24]([S:25]C(=O)C)[CH2:23]3)=[O:21])[CH2:16][CH2:15]2)=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[Na+].CO>C(OCC)(=O)C.CCCCCC>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][O:11][C:12]([N:14]2[CH2:15][CH2:16][N:17]([C:20]([C@@H:22]3[O:30][CH2:29][C@H:24]([SH:25])[CH2:23]3)=[O:21])[CH2:18][CH2:19]2)=[O:13])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 1317198594-(4-S-Acetyl-2,5-anhydro-3-deoxy-4-thio-L-threo-pentonoyl)-1-piperazinecarboxylic acid (4-nitrophenyl)methyl ester

Product 1

HCID 131719858HCID 131719858, compoundYield 41.4%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The title compound is prepared by the procedure of Example 153 using 0.230 g of product from Example 157, 0.29 ml of 4N sodium hydroxide and 1.7 ml of methyl alcohol to give 0.086 g of the desired product after chromatography (silica gel: 10 -100% ethyl acetate/hexane).

Sources & evidence

ORD record
ord-e511834abe5a439181a221797a417663
Source dataset
uspto-grants-1997_04
Patent number
US05623081

Reaction notes

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