Iodo benzene diacetate → HCID 57954491, compound

HRID 1630446Notes

Reaction equation

HRID 1630446 reaction equation
[O:1]1[CH2:6][CH2:5][C:4](=[N:7][OH:8])[CH2:3][CH2:2]1.C(O)(=O)C.C(O)(=O)C.IC1C=CC=CC=1.[C:24]([O:27][CH2:28][C:29]([CH2:34][O:35][C:36](=[O:38])[CH3:37])([CH3:33])[C:30]([OH:32])=[O:31])(=[O:26])[CH3:25]>>[C:36]([O:35][CH2:34][C:29]([CH3:33])([C:30]([O:32][C:4]1([N:7]=[O:8])[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1)=[O:31])[CH2:28][O:27][C:24](=[O:26])[CH3:25])(=[O:38])[CH3:37]

Participants

4

Reactant 3

HCID 12217721Iodo benzene diacetateHCID 12298558N-(oxan-4-ylidene)hydroxylamineHCID 224578422,2-Bis(acetoxymethyl)propionic acid

Product 1

HCID 57954491HCID 57954491, compound

Procedure

2-Methyl-2-((4-nitrosotetrahydro-2H-pyran-4-yloxy)carbonyl)propane-1,3-diyl diacetate was prepared from tetrahydro-pyran-4-one oxime and bis(3-acetoxy-2-acetoxymethyl-2-methyl-propionate)iodobenzene (synthesized from iodobenzene diacetate and 3-acetoxy-2-acetoxymethyl-2-methyl-propionic acid which was in turn synthesized using the reported method J. Am. Chem. Soc., 118, 1996, 6388-6395) using conditions of General Method 4. 1H NMR (250 MHz, CHLOROFORM-d) δ 4.32 (4H, s), 3.98-4.17 (2H, m), 3.54-3.74 (2H, m), 2.28-2.46 (2H, m), 2.13 (6H, s), 1.77-1.94 (2H, m), 1.40 (3H, s).

Workup

  1. customsynthesized

Sources & evidence

ORD record
ord-fcda31aa41944c9a8ab6d8f72e0253a5
Source dataset
uspto-grants-2014_07
Patent number
US08791134B2

Reaction notes

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