HCID 70048628, compound → HCID 22860051, compound

HRID 1720496Notes

Reaction equation

[OH:1][CH:2]([C@@H:13]1[CH2:17][CH2:16][CH2:15][N:14]1[C:18](=[O:34])[C@@H:19]1[CH2:23][CH2:22][CH2:21][N:20]1[C:24](=[O:33])[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1.CS(C)=O.C1CCC(N=C=NC2CCCCC2)CC1>>[CH3:12][O:11][C:8]1[CH:7]=[CH:6][C:5]([O:4][CH2:3][C:2]([C@@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[C:18](=[O:34])[C@@H:19]2[CH2:23][CH2:22][CH2:21][N:20]2[C:24](=[O:33])[CH2:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[O:1])=[CH:10][CH:9]=1

Participants

Reactant 2

HCID 70048628HCID 70048628, compound

HCID 86749402Dmso dcc

Product 1

HCID 22860051HCID 22860051, compoundYield 35.3%

Procedure

(2S)-2-[1-Hydroxy-2-(4-methoxyphenoxy)ethyl]-1-[N-(3-phenylpropionyl)-L-prolyl]pyrrolidine (128 mg) was subjected to DMSO-DCC oxidation as in Example 1-D) to give 45 mg of the title compound (See Table 6).

Sources & evidence

ORD record: ord-6a905be002fc4895a25bbacecc6ee5dc
Source dataset: uspto-grants-1996_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05506256

Reaction notes

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