Triphenylphosphine → HCID 86751813, compound

HRID 1741319Notes

Reaction equation

[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16](=[N:18][O:19][CH2:20][CH2:21][OH:22])[CH3:17])=[CH:12][N:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O[C:24]1[CH:56]=[CH:55][C:27]([CH2:28][CH:29]2[S:33][C:32](=[O:34])[N:31]([C:35]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)([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]2=[O:54])=[CH:26][CH:25]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>>[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13]([C:16](=[N:18][O:19][CH2:20][CH2:21][O:22][C:24]3[CH:56]=[CH:55][C:27]([CH2:28][CH:29]4[S:33][C:32](=[O:34])[N:31]([C:35]([C:48]5[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=5)([C:42]5[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=5)[C:36]5[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=5)[C:30]4=[O:54])=[CH:26][CH:25]=3)[CH3:17])=[CH:12][N:11]=2)(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

Reactant 4

HCID 11776Triphenylphosphine

HCID 220568ethyl N-ethoxycarbonyliminocarbamate

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

HCID 54458320HCID 54458320, compound

Product 1

HCID 86751813HCID 86751813, compoundYield 33.4%

Procedure

Following a procedure similar to that described in Example 1(a), but using 640 mg of 2-[1-(2-phenylsulfonyl-5-pyridyl)ethylideneaminooxy]ethanol (prepared as described in Preparation 33), 907 mg of 5-(4-hydroxybenzyl)-3-tritylthiazolidine-2,4-dione, 550 mg of triphenylphosphine and 365 mg of diethyl azodicarboxylate, 500 mg of the title compound were obtained as a foam-like solid.

Sources & evidence

ORD record: ord-39dbef72347f4b118f9718f05e26aba8
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05972959

Reaction notes

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