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Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
7 steps
Depiction
Dead-End Product
Carbonic Acid
C(=O)(O)O
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
6 steps
Depiction
Dead-End Product
Oxalic Acid
C(=O)(C(O)=O)O
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
10 steps
Depiction
Dead-End Product
Methanediol
C(O)O
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
5 steps
Depiction
Dead-End Product
Nitromethane
C[N+](=O)[O-]
Depiction
Upstream Precursor
Morphinan-3,6alpha-diol, 7,8-didehydro-4,5alpha-epoxy-17-methyl-
C1(C=CC2C3CC4=C5C2(C1OC5=C(C=C4)O)CCN3C)O
Depth 1
Depiction
Product
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depiction
Upstream Precursor
CN1CCC23C4C(C=CC2C1CC5=C3C(=C(C=C5)OCC[NH+]6CCOCC6)O4)O
Depth 2
Depiction
Product
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depiction
Upstream Precursor
6-Isocodeine
CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(C=C4)O
Depth 2
Depiction
Product
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depiction
Upstream Precursor
OC1=C2C3=C(CC4C5C3(CCN4C)C(O2)C(C=C5)O)C=C1Cl
Depth 2
Depiction
Product
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depiction
Upstream Precursor
17-Methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diyl diacetate
CC(=O)OC1C=CC2C3CC4=C5C2(C1OC5=C(C=C4)OC(=O)C)CCN3C
Depth 3
Depiction
Product
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depiction
Upstream Precursor
C[NH+]1CCC23C4C1CC5=C2C(=C(C=C5)OCC6=CC=CC=C6)OC3C(C=C4)O
Depth 2
Depiction
Product
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depiction
Upstream Precursor
CCOC1=C2C3=C(CC4C5C3(CC[NH+]4C)C(O2)C(C=C5)O)C=C1
Depth 2
Depiction
Product
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depiction
Upstream Precursor
C[NH+]1CCC23C4C1CC5=C2C(=C(C=C5C(=O)O)OC)OC3C(C=C4)O
Depth 3
Depiction
Product
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depiction
Upstream Precursor
Codeine aminoxyde
C[N+]1(CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(C=C4)O)[O-]
Depth 1
Depiction
Product
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depiction
Upstream Precursor
CC(=O)OC1C=CC2C3CC4=C5C2(C1OC5=C(C=C4)OC(=O)CCl)CCN3C
Depth 3
Depiction
Product
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depth 3
Depiction
Downstream Successor
Acetic Acid
CC(=O)O
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depth 1
Depiction
Downstream Successor
Morphinan-3,6alpha-diol, 7,8-didehydro-4,5alpha-epoxy-17-methyl-
C1(C=CC2C3CC4=C5C2(C1OC5=C(C=C4)O)CCN3C)O
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depth 2
Depiction
Downstream Successor
7,8-Didehydro-4,5-epoxymorphinan-3,6-diol
C1CNC2CC3=C4C15C2C=CC(C5OC4=C(C=C3)O)O
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depth 2
Depiction
Downstream Successor
OC1=C2C3=C(CC4C5C3(CCN4C)C(O2)C(C(C5O)Cl)O)C=C1
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depth 2
Depiction
Downstream Successor
3-Methyl-1,2,3,4,4a,5,6,7,7a,13-decahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7,9-diol
C[NH+]1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(CC4)O
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depth 2
Depiction
Downstream Successor
C[NH+]1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(C=C4)=O
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depth 2
Depiction
Downstream Successor
C[NH+]1CCC23C(C1CC4=C2C(=C(C=C4)O)O)C=CC(C3O)O
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depth 2
Depiction
Downstream Successor
OC1=C2C3=C(CC4C5C3(CCN4C)C(O2)C(C=C5)O)C=C1O
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depth 3
Depiction
Downstream Successor
9-hydroxy-3-methyl-2,3,4,4a,5,6,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7-one
C[NH+]1CCC23C4C1CC5=C2C(=C(C=C5)O)OC3C(=O)CC4
Depiction
Precursor
3-Methyl-3-oxo-2,3,4,4a,7,7a-hexahydro-1H-4,12-methano-3lambda~5~-(1)benzofuro(3,2-e)isoquinoline-7,9-diol
OC1=C2C3=C(CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)C=C1
Depth 2
Depiction
Downstream Successor
OC1=C(C2=C3CC4C5C2(CCN4C)C(C(C=C5)O)C3=C1)O
No Original Precursors

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