HCID 13145936, compound → HCID 13145934, compound

HRID 2166945Notes

Reaction equation

HRID 2166945 reaction equation
O[C:2]1[C:15]2[C@:14]34[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:8]([C@:9]3([OH:21])[CH2:10][CH2:11][C:12](=[O:20])[CH2:13]4)[CH2:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.C1(OC2NN=NN=2)C=CC=CC=1>>[OH:21][C@:9]12[C@@H:8]3[N:18]([CH3:19])[CH2:17][CH2:16][C@:14]1([C:15]1[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=1[CH2:7]3)[CH2:13][C:12](=[O:20])[CH2:11][CH2:10]2

Participants

3

Reactant 2

HCID 13145936HCID 13145936, compoundHCID 178420512HCID 178420512, compound

Product 1

HCID 13145934HCID 13145934, compound

Procedure

Conversion of 4,14-dihydroxy-6-keto-N-methylmorphinan into the phenyltetrazolyl ether followed procedures given in Example 1, and the removal of the phenyltetrazolyl ether group followed procedures given in Example 2, affording 14-hydroxy-6-keto-N-methylmorphinan, m.p. 143°-144°, [α]D26 --137.9 (c 0.94, CHCl3).

Workup

  1. customthe removal of the phenyltetrazolyl ether group

Sources & evidence

ORD record
ord-9237312baad54721b08aabccfcecea4d
Source dataset
uspto-grants-1983_06
Patent number
US04390699

Reaction notes

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