HCID 58392673, compound → (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-(3,3-Dimethyl-butyl)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-one

HRID 446833Notes

Reaction equation

HRID 446833 reaction equation
[CH3:1][C:2]([CH3:39])([CH3:38])[CH2:3][CH2:4][N:5]1[CH2:29][C@:28]2([C:30](=[O:36])[CH2:31][O:32]C(=O)C)[C@@H:7]([CH2:8][C@H:9]3[C@H:22]4[C@@:13]([F:26])([C@:14]5([CH3:25])[C:19]([C@@H:20]([F:23])[CH2:21]4)=[CH:18][C:17](=[O:24])[CH:16]=[CH:15]5)[C@@H:12]([OH:27])[CH2:11][C@@:10]32[CH3:37])[CH2:6]1.C1(CN2C[C@]3(C(=O)CO)[C@@H](C[C@H]4[C@H]5[C@@](F)([C@]6(C)C([C@@H](F)C5)=CC(=O)C=C6)[C@@H](O)C[C@@]43C)C2)CC1>>[CH3:1][C:2]([CH3:39])([CH3:38])[CH2:3][CH2:4][N:5]1[CH2:29][C@:28]2([C:30](=[O:36])[CH2:31][OH:32])[C@@H:7]([CH2:8][C@H:9]3[C@H:22]4[C@@:13]([F:26])([C@:14]5([CH3:25])[C:19]([C@@H:20]([F:23])[CH2:21]4)=[CH:18][C:17](=[O:24])[CH:16]=[CH:15]5)[C@@H:12]([OH:27])[CH2:11][C@@:10]32[CH3:37])[CH2:6]1

Participants

3

Reactant 2

HCID 58392673HCID 58392673, compoundHCID 58392813(1S,2S,4R,8S,9S,11S,12R,13S,19S)-6-(cyclopropylmethyl)-12,19-difluoro-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one

Product 1

HCID 58392764(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-(3,3-Dimethyl-butyl)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-4a,6a-dimethyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-oneYield 69%

Procedure

The title compound is prepared from compound 56 following the procedure described in Example 10 for the synthesis of compound 45.

Sources & evidence

ORD record
ord-e566352083e046fea7cda05f21abf442
Source dataset
uspto-grants-2013_07
Patent number
US08481517B2

Reaction notes

Loading…