HCID 89885064, compound → HCID 89795742, compound

HRID 2167196Notes

Reaction equation

HRID 2167196 reaction equation
[CH:1]([C@H:4]1[CH2:8][O:7][C:6](/[CH:9]=[C:10](\[CH3:27])/[CH2:11][CH2:12]/[CH:13]=[C:14](\[CH3:26])/[CH2:15][CH2:16]/[CH:17]=[C:18](\[CH3:25])/[CH2:19][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])=[N:5]1)([CH3:3])[CH3:2].C(C/C(/C)=C/CC/C(/C)=C/CC(Cl)=O)/C=C(/CCC=C(C)C)\C>>[CH:1]([C@@H:4]1[CH2:8][O:7][C:6](/[CH:9]=[C:10](\[CH3:27])/[CH2:11][CH2:12]/[CH:13]=[C:14](\[CH3:26])/[CH2:15][CH2:16]/[CH:17]=[C:18](\[CH3:25])/[CH2:19][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])=[N:5]1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 89885064HCID 89885064, compoundHCID 131732903HCID 131732903, compound

Product 1

HCID 89795742HCID 89795742, compoundYield 7%

Procedure

Similar to the preparation of 27a, the reaction of 25 with 26e afforded the desired compound 27e (8.0 mg, 7%) as oil. TLC Rf: 0.35 (20% EtOAc/petroleum ether); 1H NMR (400 MHz, CDCl3): δ 5.14-5.09 (m, 3H), 4.25-4.20 (m, 1H), 3.95-3.90 (m, 3H), 2.20-1.60 (m, 28H), 0.99-0.97 (m, 3H), 0.89-0.87 (m, 3H). LCMS: MS (m/z): 372.30 (M+H); ret. time: 6.31 min.

Sources & evidence

ORD record
ord-d760fc9937974e31996956d6f5432ebc
Source dataset
uspto-grants-2015_06
Patent number
US09045403B2

Reaction notes

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