2-Methylphenyl boronic acid → HCID 86680671, compound

HRID 1615434Notes

Reaction equation

HRID 1615434 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.[C:31]1([CH3:40])[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1B(O)O>>[C:31]1([CH3:40])[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=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

Participants

3

Reactant 2

HCID 27332672-Methylphenyl boronic acidHCID 86680661tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate

Product 1

HCID 86680671HCID 86680671, compoundYield 57%

Procedure

This compound was prepared from tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate and o-tolylboronic acid using a procedure similar to that described in Example 2 (Steps 1-3a) above. The product was isolated as a white solid (57% yield); 1H-NMR (d6-DMSO) 0.97 (9H, s), 2.15 (3H, s), 3.69 (2H, t), 4.14 (2H, t), 6.06 (1H, s), 7.10-7.15 (4H, m); MS ES(+) 220.0 (M+-tBu). IR λmax=1694, 1365, 1165 cm−1.

Sources & evidence

ORD record
ord-4f30eb96f1904da8af56870a5849e580
Source dataset
uspto-grants-2014_07
Patent number
US08765751B2

Reaction notes

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