(2-Phenoxyphenyl)boronic acid → HCID 86680676, compound

HRID 1615439Notes

Reaction equation

HRID 1615439 reaction equation
O(P(O[C:18]1[N:19]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:21][O:22][CH:23]=1)(OC1C=CC=CC=1)=O)C1C=CC=CC=1.[O:31]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=1B(O)O)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[O:31]([C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][C:43]=1[C:18]1[N:19]([C:24]([O:26][C:27]([CH3:28])([CH3:29])[CH3:30])=[O:25])[CH2:20][CH2:21][O:22][CH:23]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 2773559(2-Phenoxyphenyl)boronic acidHCID 86680661tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate

Product 1

HCID 86680676HCID 86680676, compoundYield 25%

Procedure

This compound was prepared from tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate and 2-phenoxyphenylboronic acid using a procedure similar to that described in Example 2 (Steps 1-3a) above. The product was isolated as a white solid (25% yield); 1H-NMR (d6-DMSO) 1.07 (9H, s), 3.09 (2H, m), 3.97 (2H, m), 6.19 (1H, s), 6.78 (2H, m), 6.97-7.04 (2H, m), 7.15-7.19 (1H, m), 7.26-7.32 (4H, m); MS ES(+) 298.0 (M+-tBu). IR λmax=1692 cm−1.

Sources & evidence

ORD record
ord-526c4d388f524dfcb948d51fd1509935
Source dataset
uspto-grants-2014_07
Patent number
US08765751B2

Reaction notes

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