Benzene → HCID 67771546, compound

HRID 1720535Notes

Reaction equation

HRID 1720535 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][NH: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.C1C=CC=CC=1>C(N(CC)CC)C>[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][NH:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[O:1])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 679Dimethyl SulfoxideHCID 67771609HCID 67771609, compound

Product 1

HCID 67771546HCID 67771546, compoundYield 59.3%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

(2S)-2-[1-Hydroxy-2-(4-methoxyphenoxy)ethyl]-1-[N-(N-phenylglycyl)-L-prolyl]pyrrolidine (488 mg) was treated in the same manner as in Example 47-D) using DMSO (3 ml), benzene (1.5 ml), triethylamine (0.73 ml+0.15 ml), and sulfur trioxide-pyridine complex (778 mg) to give 288 mg of the title compound.

Sources & evidence

ORD record
ord-6dbdc1ab52e74809bb0e2106d002ec62
Source dataset
uspto-grants-1996_04
Patent number
US05506256

Reaction notes

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