2-(Tributylstannyl)furan → HCID 86680685, compound

HRID 1615448Notes

Reaction equation

HRID 1615448 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([Sn](CCCC)(CCCC)[C:36]1[O:37][CH:38]=[CH:39][CH:40]=1)CCC>>[O:37]1[CH:38]=[CH:39][CH:40]=[C:36]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 43936882-(Tributylstannyl)furanHCID 86680661tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate

Product 1

HCID 86680685HCID 86680685, compoundYield 40%

Procedure

This compound was prepared from tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate and tributyl(furan-2-yl) stannane using a procedure similar to that described in Example 2 (Steps 1-3a) above. The product was isolated as a yellow solid (40% yield); 1H-NMR (CDCl3) 1.26 (9H, s), 3.77 (2H, m), 4.16 (2H, m), 6.14 (1H, d), 6.33 (1H, m), 6.35 (1H, s), 7.35 (1H, d); 13C-NMR (d6-DMSO); 27.4, 41.1, 66.6, 104.0, 110.8, 132.2, 141.0; MS ES(+) 252.1 (M++1); HRMS m/z calcd for C13H17NO4+H+ 252.1236 [M+H+]. Found 252.1066. IR λmax=1693 cm−1.

Sources & evidence

ORD record
ord-d706f9917cf945f7b482a78410fa3a52
Source dataset
uspto-grants-2014_07
Patent number
US08765751B2

Reaction notes

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