4-Phenoxyphenylboronic acid → HCID 86680675, compound

HRID 1615438Notes

Reaction equation

HRID 1615438 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][C:41](B(O)O)=[CH:40][CH:39]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[O:31]([C:38]1[CH:39]=[CH:40][C:41]([C:18]2[N:19]([C:24]([O:26][C:27]([CH3:28])([CH3:29])[CH3:30])=[O:25])[CH2:20][CH2:21][O:22][CH:23]=2)=[CH:42][CH:43]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 27343774-Phenoxyphenylboronic acidHCID 86680661tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate

Product 1

HCID 86680675HCID 86680675, compoundYield 50%

Procedure

This compound was prepared from tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate and 4-phenoxyphenylboronic acid using a procedure similar to that described in Example 2 (Steps 1-3a) above. The product was isolated as a white solid (50% yield); 1H-NMR (d6-DMSO) 1.24 (9H, s), 3.68 (2H, t), 4.09 (2H, t), 6.38 (1H, s), 6.96-6.98 (4H, m), 7.11 (1H, m), 7.21 (2H, d), 7.37 (2H, t); MS ES(+) 298.1 (M+-tBu). IR λmax=1697 cm−1.

Sources & evidence

ORD record
ord-adb15e05db69497788eced5d6a9f8b65
Source dataset
uspto-grants-2014_07
Patent number
US08765751B2

Reaction notes

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