HCID 67923413, compound → HCID 67923374, compound

HRID 1084437Notes

Reaction equation

HRID 1084437 reaction equation
C1(C[N:8]2[C:17](/[CH:18]=[CH:19]/[C@H:20]3[O:25][C:24](=[O:26])[CH2:23][C@H:22]([OH:27])[CH2:21]3)=[C:16]([CH:28]([CH3:30])[CH3:29])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:31])CCCCC1>C(Cl)Cl>[CH:10]1([N:8]2[C:17](/[CH:18]=[CH:19]/[C@H:20]3[O:25][CH:24]([OH:26])[CH2:23][C@H:22]([OH:27])[CH2:21]3)=[C:16]([CH:28]([CH3:29])[CH3:30])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:31])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

3

Reactant 1

HCID 67923413HCID 67923413, compound

Product 1

HCID 67923374HCID 67923374, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(4R,6S)-(E)-6-(2-(2-cyclohexylmethyl-4-isopropyl-1-oxo-1,2-dihydroisoquinolin-3-yl)ethen-1-yl)-4-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one, m.p.141°-142° C. [α]D =+7.8° (CH2Cl2 at 29° C.) Found: C,73.9; H,8.0; N,3.16% Required: C,73.7; H,7.9; N,3.31%. [NMR in CDCl3, 1.44 (6H,d,J=8 Hz), 0.98-2.12 (13H,m), 2.26 (1H,m), 2.83 (2H,m), 3.50 (1H,sept,J=8 Hz), 3.96 (2H,m), 4.53 (1H,m), 5.49 (1H,m), 5.86 (1H,dd,J=16 Hz and J=6 Hz), 6.70 (1H,dd,J=16 Hz and J=1.5 Hz), 7.48 (1H,m), 7.64 (1H,m), 7.96 (1H,d,J=8 Hz), 8.48 (1H,m)] ;

Sources & evidence

ORD record
ord-ad45309f58874026979e70b86e8a0de9
Source dataset
uspto-grants-1991_04
Patent number
US05004747

Reaction notes

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