17-Hydroxy-7-methylestr-5-en-3-one → Estr-5-ene-3,17-diol, 7-methyl-, (3β,7α,17β)-

HRID 616339Notes

Reaction equation

HRID 616339 reaction equation
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]2[C@H:8]3[C@H:17]([CH2:18][CH2:19][C@:3]12[CH3:4])[C@@H:16]1[C:11]([CH2:12][C:13](=[O:20])[CH2:14][CH2:15]1)=[CH:10][C@H:9]3[CH3:21].C[C@@H]1C=C2[C@H](CCC(=O)C2)[C@@H]2[C@@H]1[C@H]1[C@@](CC2)(C)C(=O)CC1.C(O)(=O)C.O[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@]12C)[C@@H]1C(CC(=O)CC1)=C[C@H]3C>>[CH3:21][C@@H:9]1[CH:10]=[C:11]2[C@H:16]([CH2:15][CH2:14][C@H:13]([OH:20])[CH2:12]2)[C@@H:17]2[C@@H:8]1[C@H:5]1[C@@:3]([CH2:19][CH2:18]2)([CH3:4])[C@@H:2]([OH:1])[CH2:7][CH2:6]1

Participants

4

Reactant 3

HCID 645224617-Hydroxy-7-methylestr-5-en-3-oneHCID 70614704HCID 70614704, compoundHCID 86735464HCID 86735464, compound

Product 1

HCID 22801796Estr-5-ene-3,17-diol, 7-methyl-, (3β,7α,17β)-

Procedure

Following essentially the same procedure but substituting 17β-hydroxy-7α-methyl-estr-5-en-3-one or 7α-methyl-estr-5-en-3,17-dione for the 17β-hydroxy-7α-methyl-estr-5-en-3-one acetate above, also results in the preparation of the desired 7α-methyl-estr-5-ene-3β,17β-diol.

Sources & evidence

ORD record
ord-ad40f4914da643b3a26bb2cb615f3699
Source dataset
uspto-grants-1978_02
Patent number
US04073899

Reaction notes

Loading…