6-Oxabicyclo[3.1.0]hexane → HCID 57661834, compound

HRID 1665358Notes

Reaction equation

HRID 1665358 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.[CH:22]12[O:27][CH:26]1[CH2:25][CH2:24][CH2:23]2>>[OH:27][CH:26]1[CH2:22][CH2:23][CH2:24][CH:25]1[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 92446-Oxabicyclo[3.1.0]hexaneHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57661834HCID 57661834, compound

Procedure

Compound 161 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 6-oxabicyclo[3.1.0]hexane and conditions outlined in procedure X. M.p.=110-113° C.; 400 MHz 1H NMR (CDCl3) δ: 8.05 (d, 1H), 7.75 (d, 1H), 7.65 (t, 1H), 7.5 (t, 1H), 4.1 (m, 1H), 3.1 (d, 1H), 2.95 (s, 1H), 2.9 (d, 1H), 2.7-2.5 (m, 3H), 2.2-1.85 (m, 8H), 1.8-1.5 (m, 4H); LCMS: 386 [M+H].

Sources & evidence

ORD record
ord-e3c8a3c090e240869bf7c081242a0dfd
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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