Reaktion #76236

ord-50091c68ecd04f71b58065b5c393fb54

Reaktionsgleichung

C=CCCc1ccc2ncccc2c1OCc1ccccc1
5-(benzyloxy)-6-but-3-enylquinoline
CC[C@@H]1CN2CC[C@@H]1C[C@@H]2[C@H](Oc1nnc(O[C@H](c2ccnc3ccc(OC)cc23)[C@H]2C[C@@H]3CCN2C[C@@H]3CC)c2ccccc12)c1ccnc2ccc(OC)cc12
AD-mix-α
CC(C)(C)O
tert-butyl alcohol
→
OC[C@@H](O)CCc1ccc2ncccc2c1OCc1ccccc1
(2S)-4-[5-(benzyloxy)quinolin-6-yl]butane-1,2-diol

Edukte

C=CCCc1ccc2ncccc2c1OCc1ccccc1
5-(benzyloxy)-6-but-3-enylquinoline
CC[C@@H]1CN2CC[C@@H]1C[C@@H]2[C@H](Oc1nnc(O[C@H](c2ccnc3ccc(OC)cc23)[C@H]2C[C@@H]3CCN2C[C@@H]3CC)c2ccccc12)c1ccnc2ccc(OC)cc12
AD-mix-α
CC(C)(C)O
tert-butyl alcohol

Reagenzien

Keine

Lösungsmittel

O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Addition of 5-(benzyloxy)-6-but-3-enylquinoline to a suspension of AD-mix-α in water:tert-butyl alcohol following the procedure described for Example 1, step 2 gives (2S)-4-[5-(benzyloxy)quinolin-6-yl]butane-1,2-diol.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06700001B2uspto-grants-2004_03