Hydrogen Peroxide → (4R,4aS,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

HRID 254842

반응식

HRID 254842 반응식
[CH3:1][N:2]1[C@@H:19]2[CH2:20][C:7]3[CH:8]=[CH:9][C:10]([O:22][CH3:23])=[C:11]4[O:12][C@H:13]5[C:14]([CH2:16][CH2:17][C@:18]2([OH:21])[C@:5]5([C:6]=34)[CH2:4][CH2:3]1)=[O:15].CN1[C@@H]2CC3C=CC(OC)=C4O[C@H]5C(OC)=CC=C2[C@]5(C=34)CC1.[O-]C(C(C(C(O)=O)O)O)=O.CN1[C@@H]2CC3C=CC(OC)=C4O[C@H]5C(C=C[C@@H]2[C@]5(C=34)CC1)=O.OO.C(OO)(=O)C>C(O)=O.C(O)(C)C>[CH3:1][N:2]1[C@@H:19]2[CH2:20][C:7]3[CH:8]=[CH:9][C:10]([O:22][CH3:23])=[C:11]4[O:12][CH:13]5[C:14]([CH:16]=[CH:17][C@:18]2([OH:21])[C@:5]5([C:6]=34)[CH2:4][CH2:3]1)=[O:15]

참가 물질

8

반응물 5

HCID 784Hydrogen PeroxideHCID 6585Peracetic AcidHCID 5284603Oxycodone2회HCID 5459910CodeinoneHCID 131728625(4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline;2,3,4-trihydroxy-4-oxobutanoate

생성물 1

HCID 5359420(4R,4aS,12bS)-4a-hydroxy-9-methoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one

시약·촉매·용매 2

HCID 284Formic Acid용매HCID 3776Isopropanol용매

실험 절차

Oxycodone has also been prepared from thebaine bitartrate and codeinone ethyldienol ether by oxidation with hydrogen peroxide in formic acid and isopropanol, followed by catalytic hydrogenation5. Oxycodone has also been prepared by the oxidation with peracetic acid of codeinone dienol silylether in organic solvents to give 14-hydroxycodeinone, followed by catalytic hydrogenation in acetic acid solution15.

출처 및 근거

ORD 기록
ord-4a9bcdf3242041dfa8552b1c331e322b
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07875719B2

연결된 노트

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