Triphenylphosphine → HCID 86751805, compound

HRID 1741309Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[N:12][O:13][CH2:14][CH2:15][OH:16])[CH3:11])=[CH:6][N:5]=1)[CH3:2].O[C:18]1[CH:50]=[CH:49][C:21]([CH2:22][CH:23]2[S:27][C:26](=[O:28])[N:25]([C:29]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]2=[O:48])=[CH:20][CH:19]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[N:12][O:13][CH2:14][CH2:15][O:16][C:18]2[CH:50]=[CH:49][C:21]([CH2:22][CH:23]3[S:27][C:26](=[O:28])[N:25]([C:29]([C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)([C:36]4[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=4)[C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[C:24]3=[O:48])=[CH:20][CH:19]=2)[CH3:11])=[CH:6][N:5]=1)[CH3:2]

Participants

Reactant 4

HCID 11776Triphenylphosphine

HCID 220568ethyl N-ethoxycarbonyliminocarbamate

HCID 28181265-(4-Hydroxybenzyl)-3-triphenylmethylthiazolidine-2,4-dione

HCID 54352531HCID 54352531, compound

Product 1

HCID 86751805HCID 86751805, compoundYield 80.7%

Procedure

Following a procedure similar to that described in Example 1(a), but using 410 mg of 2-[1-(2-ethoxy-5-pyridyl)ethylideneaminooxy]ethanol (prepared as described in Preparation 19), 655 mg of 5-(4-hydroxybenzyl)-3-tritylthiazolidine-2,4-dione, 480 mg of triphenylphosphine and 319 mg of diethyl azodicarboxylate, 763 mg of the title compound were obtained as a foam-like solid.

Sources & evidence

ORD record: ord-54d6c6cf1f2946dfa4005a0974b3dba9
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05972959

Reaction notes

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