Dichloromethane → HCID 67923336, compound

HRID 1084436Notes

Reaction equation

HRID 1084436 reaction equation
C[C:2]1[CH:3]=[C:4]([N:9]2[C:18](/[CH:19]=[CH:20]/[C@H:21]3[O:26][C:25](=[O:27])[CH2:24][C@H:23]([OH:28])[CH2:22]3)=[C:17]([CH:29]([CH3:31])[CH3:30])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]2=[O:32])[CH:5]=[C:6](C)[CH:7]=1.C(Cl)[Cl:34]>>[Cl:34][C:7]1[CH:2]=[CH:3][C:4]([N:9]2[C:18](/[CH:19]=[CH:20]/[C@H:21]3[O:26][CH:25]([OH:27])[CH2:24][C@H:23]([OH:28])[CH2:22]3)=[C:17]([CH:29]([CH3:30])[CH3:31])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]2=[O:32])=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 67923437HCID 67923437, compound

Product 1

HCID 67923336HCID 67923336, compound

Procedure

(4R,6S)-(E)-6-(2-(2-(3,5-dimethylphenyl)-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.181°-185° C. [α]D =+30.8° C. (CH2Cl2 at 22° C.) Found: C,75.1; H,6.84; N,3.18%. Required: C,75.2; H,6.77; N,3.25%. [NMR in CDCl3, 1.38-1.55 (1H,m), 1.48 (6H,d,J=8 Hz), 1.59-1.68 (1H,m), 2.17 (1H,d,J=4 Hz), 2.32 (6H,s), 2.53 (2H,m), 3.53 (1H,sept,J=8 Hz), 4.01 (1H,m), 5.09 (1H,m), 5.59 (1H,dd,J=16 Hz and J=5 Hz), 6.11 (1H,dd,J=16 Hz and J=1.5 Hz), 6.78 (2H,s), 7.00 (1H,s), 7.49 (1H,m), 7.68 (1H,m), 8.02 (1H,d,J=8 Hz), 8.49 (1H,m)];

Sources & evidence

ORD record
ord-29e0c52d997149bbbb5c77e725f36913
Source dataset
uspto-grants-1991_04
Patent number
US05004747

Reaction notes

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