HCID 67923404, compound → HCID 67923487, compound

HRID 1084438Notes

Reaction equation

HRID 1084438 reaction equation
[OH:1][C@@H:2]1[CH2:7][C@H:6](/[CH:8]=[CH:9]/[C:10]2[N:11](C(C)C)[C:12](=[O:27])[C:13]3[C:18]([C:19]=2C2C=CC(F)=CC=2)=[CH:17][CH:16]=[CH:15][CH:14]=3)[O:5][C:4](=[O:31])[CH2:3]1>C(Cl)Cl>[CH:13]1([CH2:12][N:11]2[C:10](/[CH:9]=[CH:8]/[C@H:6]3[O:5][CH:4]([OH:31])[CH2:3][C@H:2]([OH:1])[CH2:7]3)=[C:19]([CH:2]([CH3:7])[CH3:3])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]2=[O:27])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

3

Reactant 1

HCID 67923404HCID 67923404, compound

Product 1

HCID 67923487HCID 67923487, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(4R,6R)-(E)-4-hydroxy-6-[2-(4-(4-fluorophenyl)-2-isopropyl-1-oxo-1,2-dihydroisoquinolin-3-yl)ethen-1-yl]-3,4,5,6-tetrahydro-2H-pyran-2-one, m.p.207°-209° C. [α]D =-54° (CH2Cl2 at 29° C.) Found: C,71.0; H,5.47; N,3.37%. Required: C,71.2; H,5.74; N,3.32%. [NMR in CDCl3, 1.16 (1H,m), 1.68 (6H,d,J=8 Hz), 1.88 (1H,m), 2.45 (1H,dd,J=17 Hz and J=8 Hz), 2.58 (1H,d,J=5 Hz), 2.90 (1H,m), 4.22 (1H,m), 4.63 (2H,m), 5.50 (1H,dd,J=16 Hz and J=6 Hz), 6.41 (1H,dd,J=16 Hz), 6.98-7.25 (5H,m), 7.49 (2H,m), 8.42 (1H,m)];

Sources & evidence

ORD record
ord-f686f00108ea4cef8c95b55c8207de69
Source dataset
uspto-grants-1991_04
Patent number
US05004747

Reaction notes

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