Oxirane, 2-methyl-2-(phenylmethyl)- → HCID 57661821, compound

HRID 1665375Notes

Reaction equation

HRID 1665375 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:3][CH2:2]1.[CH2:22]([C:29]1([CH3:32])[CH2:31][O:30]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[OH:30][C:29]([CH3:32])([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:31][N:1]1[CH2:2][CH2:3][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 10997197Oxirane, 2-methyl-2-(phenylmethyl)-HCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57661821HCID 57661821, compound

Procedure

Compound 179 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 2-benzyl-2-methyloxirane and conditions outlined in procedure X. M.p.=186-187° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.89 (d, J=7.8 Hz, 1H), 7.82-7.76 (m, 2H), 7.64-7.54 (m, 1H), 7.28-7.16 (m, 5H), 4.22 (s, 1H), 4.11 (q, J=5.1 Hz, 1H), 3.38 (d, J=1.1 Hz, 1H), 3.17 (d, J=5.5 Hz, 3H), 3.08 (s, 2H), 2.94-2.76 (m, 2H), 2.63-2.72 (m, 2H), 2.41-2.20 (m, 2H), 2.02-1.94 (m, 2H), 1.92-1.80 (m, 2H). LCMS: 450 [M+H].

Sources & evidence

ORD record
ord-623efd74a8aa45b0924ef2df3525fde1
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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