HCID 86734728, compound → HCID 131710738, compound

HRID 1834908Notes

Reaction equation

HRID 1834908 reaction equation
[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[C:6]([OH:10])(=O)[CH2:7][CH3:8].[OH:11][C@@:12]1([CH3:33])[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:29]([CH2:30][CH2:31][C@:13]12[CH3:14])[C@:26]1(CO)[C:21](=[CH:22]C(=O)CC1)[CH2:20][CH2:19]3.[C:34](O)(=O)CC.OC[C@@]12[C@@H]3[C@H]([C@H]4[C@@](CC3)(C)C(=O)CC4)CCC1=CC(=O)CC2.C(O)(=O)CC.C(O)(=O)CC.O[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@]12C)[C@]1(CO)C(=CC(=O)CC1)C[C@H]3C.C(O)(=O)CC.C(O)(=O)CC.O[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@]12C)[C@]1(CO)C(=CC(=O)CC1)CC3>>[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[OH:11][C@@:12]1([CH3:33])[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:3]([CH2:30][CH2:31][C@:13]12[CH3:14])[C@:2]1([CH2:1][OH:5])[C:21](=[CH:22][C:6](=[O:10])[CH:7]=[CH:8]1)[CH2:20][CH2:19]3.[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[OH:11][CH2:12][C@@:13]12[C@@H:15]3[C@H:18]([C@H:19]4[C@@:2]([CH2:3][CH2:16]3)([CH3:34])[C:1](=[O:5])[CH2:21][CH2:20]4)[CH2:29][CH2:26][C:8]1=[CH:7][C:6](=[O:10])[CH:30]=[CH:31]2.[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[C:1]([OH:5])(=[O:4])[CH2:2][CH3:3].[OH:11][C@H:12]1[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:3]([CH2:30][CH2:31][C@:13]12[CH3:14])[C@:2]1([CH2:1][OH:5])[C:21](=[CH:26][C:6](=[O:10])[CH:7]=[CH:8]1)[CH2:20][C@H:19]3[CH3:34]

Participants

7

Reactant 4

HCID 86734728HCID 86734728, compoundHCID 131710743HCID 131710743, compoundHCID 131710744HCID 131710744, compoundHCID 131710745HCID 131710745, compound

Product 3

HCID 131710738HCID 131710738, compoundHCID 131710740HCID 131710740, compoundHCID 131710741HCID 131710741, compound

Procedure

Following essentially the same procedure and substituting 17β,19-dihydroxy-17α-methyl-4-androsten-3-one dipropionate, 19-hydroxy-4-androstene-3,17-dione propionate, 17β,19-dihydroxy-7α-methyl-4-androsten-3-one dipropionate, and 17β,19-dihydroxy-6α,17α-dimethyl-4-androsten-3-one dipropionate for the 17β,19-dihydroxy-4-androsten-3-one dipropionate above results in the formation of 17β,19-dihydroxy-17α-methyl-1,4-androstadien-3-one dipropionate, 19-hydroxy-1,4-androstadiene-3,17-dione propionate, 17β,19-dihydroxy-7α-methyl-1,4-androstadien-3-one dipropionate and 17β,19-dihydroxy-6α,17α-dimethyl-1,4-androstadien-3-one dipropionate, respectively.

Sources & evidence

ORD record
ord-548844c882a54338a3afd47f2232087d
Source dataset
uspto-grants-1978_01
Patent number
US04071624

Reaction notes

Loading…