Hydrochloric Acid → 17-cyclobutylmethyl-3-methoxy-8beta-methyl-6-methylene-morphinane Hydrochloride

HRID 128212

反応式

HRID 128212 の反応式
[CH2:1]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[CH:21]1([CH2:25][N:26]2[CH2:44][CH2:43][C@@:33]34[C:34]5[CH:35]=[C:36]([O:41][CH3:42])[CH:37]=[CH:38][C:39]=5[CH2:40][C@@H:27]2[C@@H:28]3[C@@H:29]([CH3:46])[CH2:30][C:31](=O)[CH2:32]4)[CH2:24][CH2:23][CH2:22]1.[ClH:47]>CS(C)=O>[ClH:47].[CH:21]1([CH2:25][N:26]2[CH2:44][CH2:43][C@@:33]34[C:34]5[CH:35]=[C:36]([O:41][CH3:42])[CH:37]=[CH:38][C:39]=5[CH2:40][C@@H:27]2[C@@H:28]3[C@@H:29]([CH3:46])[CH2:30][C:31](=[CH2:1])[CH2:32]4)[CH2:22][CH2:23][CH2:24]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 137960MethylenetriphenylphosphoraneHCID 5661625317-Cyclobutylmethyl-3-methoxy-8beta-methyl-morphinan-6-one

生成物 1

HCID 7052792317-cyclobutylmethyl-3-methoxy-8beta-methyl-6-methylene-morphinane Hydrochloride収率 37%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

To a solution of methylenetriphenylphosphorane (14.4 mmole) in dimethyl sulfoxide (30 ml) prepared in the usual fashion was added a solution of 17-cyclobutylmethyl-3-methoxy-8β-methyl-morphinan-6-one. The reaction was heated at 75° for 2 hours under an atmosphere of nitrogen. Workup followed by chromatography gave the free base of TR-5377 as a foam. This was converted to the HCl salt which was crystallized from toluene to give 860 mg (37%) of TR-5377, mp. 221°-224°.

後処理

  1. temperatureThe reaction was heated at 75° for 2 hours under an atmosphere of nitrogen
  2. customgave the free base of TR-5377 as a foam
  3. customwas crystallized from toluene

出典と根拠

ORDレコード
ord-053c919ec2d24faf9efa89f8a53d82a8
出典データセット
uspto-grants-1981_03
特許番号
US04259329

関連ノート

読み込み中…