2-(Phenylmethyl)oxirane → HCID 23654789, compound

HRID 1665360Notes

Reaction equation

HRID 1665360 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]([CH:29]1[CH2:31][O:30]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[OH:30][CH:29]([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 948262-(Phenylmethyl)oxiraneHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 23654789HCID 23654789, compound

Procedure

Compound 163 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 2-benzyloxirane and conditions outlined in procedure X. M.p.=70-73° C.; 400 MHz 1H NMR (CDCl3) δ: 8.05 (d, 1H), 7.75 (d, 1H), 7.65 (t, 1H), 7.5 (t, 1H), 7.35-7.2 (m, 5H), 3.95 (m, 1H), 2.95-2.8 (m, 5H), 2.75-2.65 (m, 3H), 2.5-2.35 (m, 3H), 2.1 (d, 2H), 1.95-1.75 (m, 2H); LCMS: 436 [M+H].

Sources & evidence

ORD record
ord-304d34c08c514e9cb3b3a979fac4c78d
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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