Triphenylphosphine → HCID 178501378, compound

HRID 1352520Notes

Reaction equation

[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][OH:12])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.[O:13]=[S:14]1(=[O:37])[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[C:16]([NH:23][C@@H:24]([CH2:29][C:30]2[CH:35]=[CH:34][C:33](O)=[CH:32][CH:31]=2)[C:25]([O:27][CH3:28])=[O:26])=[N:15]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>O1CCCC1>[O:13]=[S:14]1(=[O:37])[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[C:16]([NH:23][C@@H:24]([CH2:29][C:30]2[CH:35]=[CH:34][C:33]([O:12][CH2:11][C:9]3[CH:8]=[CH:7][C:6]4[O:1][CH2:2][CH2:3][O:4][C:5]=4[CH:10]=3)=[CH:32][CH:31]=2)[C:25]([O:27][CH3:28])=[O:26])=[N:15]1

Participants

Conditions

Temperature: 5 °C

Procedure

2,3-Dihydro-1,4-benzodioxin-6-ylmethanol (0.25 g, 1.5 mmol), methyl (2S)-2-[(1,1-dioxo-1,2-benzoisothiazol-3-yl)amino]-3-(4-hydroxyphenyl)-propionate (0.36 g, 1 mmol) and triphenylphosphine (0.79 g, 3 mmol) were dissolved in tetrahydrofuran (3 ml). After cooling to 5° C., DIAD (0.61 g, 3 mmol) was added to the reaction mixture. The reaction was then stirred at room temperature for 18–24 h. THF was evaporated to obtain crude title product.

Workup

customTHF was evaporated

Sources & evidence

ORD record: ord-008afd72d6144c9680502a05b415cdc1
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07220766B2

Reaction notes

Loading…