HCID 70050775, compound → HCID 70048516, compound

HRID 1720495Notes

Reaction equation

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

Participants

Reactant 2

HCID 70050775HCID 70050775, compound

HCID 86749402Dmso dcc

Product 1

HCID 70048516HCID 70048516, compoundYield 35.9%

Procedure

(2S)-2-(1-Hydroxy-2-phenoxyethyl)-1-[N-(3-phenylpropionyl)-L-prolyl]pyrrolidine (425 mg) was subjected to DMSO-DCC oxidation as in Example 1D) to give 152 mg of the title compound (See Table 6).

Sources & evidence

ORD record: ord-8e275e159bd14f239e32d9404bc88e15
Source dataset: uspto-grants-1996_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05506256

Reaction notes

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