Acetic Acid → HCID 88378301, compound

HRID 1450351Notes

Reaction equation

HRID 1450351 reaction equation
COC1C=CC(C[S:10][C@@H:11]2[C@@H:15]([OH:16])[C@H:14]([CH2:17][NH:18][C:19]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=3)=[O:20])[O:13][CH2:12]2)=CC=1.C(O)(=O)C.C1(OC)C=CC=CC=1>C(OCC)(=O)C.CCCCCC>[N+:29]([C:26]1[CH:27]=[CH:28][C:23]([CH2:22][O:21][C:19]([NH:18][CH2:17][C@@H:14]2[O:13][CH2:12][C@H:11]([SH:10])[C@H:15]2[OH:16])=[O:20])=[CH:24][CH:25]=1)([O-:31])=[O:30]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7519AnisoleHCID 67707322HCID 67707322, compound

Product 1

HCID 88378301HCID 88378301, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The title compound is prepared by the procedure of Example 202 using 0.462 g of product from Example 326, 12 ml of 80% aqueous acetic acid, 0.187 g of anisole, and 0.443 g of mercuric trifluoroacetate to give after chromatography (Silica gel: 50-80% ethyl acetate/hexane) 0.248 g of the desired product.

Sources & evidence

ORD record
ord-0eb4b3132bcc447e836a2a45cabb1533
Source dataset
uspto-grants-1997_02
Patent number
US05602118

Reaction notes

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