Potassium Hydroxide → HCID 22872995, compound

HRID 1781309Notes

Reaction equation

[C:1]([O:5][C:6]([C@@H:8]1[CH2:12][S:11][CH:10]([CH:13]2[CH2:18][CH:17]3[CH2:19][CH:14]2[CH:15]=[CH:16]3)[N:9]1[C:20](=[O:37])[CH2:21][NH:22][C:23](=[O:36])[NH:24][C:25]1[CH:26]=[C:27]([CH2:31][C:32]([O:34]C)=[O:33])[CH:28]=[CH:29][CH:30]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+]>>[C:1]([O:5][C:6]([C@@H:8]1[CH2:12][S:11][CH:10]([CH:13]2[CH2:18][CH:17]3[CH2:19][CH:14]2[CH:15]=[CH:16]3)[N:9]1[C:20](=[O:37])[CH2:21][NH:22][C:23](=[O:36])[NH:24][C:25]1[CH:26]=[C:27]([CH2:31][C:32]([OH:34])=[O:33])[CH:28]=[CH:29][CH:30]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 86750878HCID 86750878, compound

Product 1

HCID 22872995HCID 22872995, compoundYield 5.1%

Procedure

The procedure is as in Example 4, but starting with 0.6 g of methyl (4R)-3-[3-{2-[4-tert-butoxycarbonyl-2-[(2RS)-5-norbornen-2-yl]-3-thiazolidinyl]-2-oxoethyl}ureido]phenylacetate (mixture of isomers C and D) and 0.074 g of potassium hydroxide. 0.03 g of (4R) -3- [3-{2-[4-tert-butoxycarbonyl-2-[(2RS) -5-norbornen-2-yl]-3-thiazolidinyl]-2-oxoethyl}ureido]-phenylacetic acid (mixture of isomers C and D) is thereby obtained in the form of an amorphous white product.

Sources & evidence

ORD record: ord-e2c9b42b51d54157a9085a6f40b8120e
Source dataset: uspto-grants-1997_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05633270

Reaction notes

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