HCID 7092612, compound → HCID 67765002, compound

HRID 2295988Notes

Reaction equation

HRID 2295988 reaction equation
[OH:1][C@:2]1([C@:23]2([CH3:24])[C@H:9]([C@H:10]3[C:20](=[CH:21][CH2:22]2)[C@:18]2([CH3:19])[C@H:13]([CH2:14][C:15](=[O:25])[CH2:16][CH2:17]2)[CH2:12][CH2:11]3)[CH2:8][C@@H:7]1[CH3:26])[C:3](=[O:6])[CH2:4][OH:5].[OH:27][C@:28]1([C@:49]2([CH3:50])[C@H:35]([C@H:36]3[C:46](=[CH:47][CH2:48]2)[C@:44]2([CH3:45])[C@H:39]([CH2:40][C:41](=[O:51])[CH2:42][CH2:43]2)[CH2:38][CH2:37]3)[CH2:34][C@H:33]1C)[C:29](=[O:32])[CH2:30][OH:31].[OH:53][C@:54]1([C@:75]2([CH3:76])[C@H:61]([C@H:62]3[C:72](=[CH:73][CH2:74]2)[C@:70]2([CH3:71])[C@H:65]([CH2:66][C:67](=[O:77])[CH2:68][CH2:69]2)[CH2:64][CH2:63]3)[CH2:60][CH2:59]1)[C:55](=[O:58])[CH2:56][OH:57]>>[OH:1][C@:2]1([C@:23]2([CH3:24])[C@H:9]([C@H:10]3[C:20](=[CH:21][CH2:22]2)[C@:18]2([CH3:19])[C@H:13]([CH2:14][C:15](=[O:25])[CH2:16][CH2:17]2)[CH2:12][CH2:11]3)[CH2:8][C@@H:7]1[CH3:26])[C:3](=[O:6])[CH2:4][OH:5].[OH:27][C@:28]1([C@:49]2([CH3:50])[C@H:35]([C@H:36]3[C:46](=[CH:47][CH2:48]2)[C@:44]2([CH3:45])[C@H:39]([CH2:40][C:41](=[O:51])[CH2:42][CH2:43]2)[C@@H:38]([CH3:54])[CH2:37]3)[CH2:34][CH2:33]1)[C:29](=[O:32])[CH2:30][OH:31].[OH:53][C@:54]1([C@:75]2([CH3:76])[C@H:61]([C@H:62]3[C:72](=[CH:73][CH2:74]2)[C@:70]2([CH3:71])[C@H:65]([CH2:66][C:67](=[O:77])[CH2:68][CH2:69]2)[CH2:64][CH2:63]3)[CH2:60][CH2:59]1)[C:55](=[O:58])[CH2:56][OH:57]

Participants

6

Reactant 3

HCID 7092612HCID 7092612, compoundHCID 67765002HCID 67765002, compoundHCID 70502830HCID 70502830, compound

Product 3

HCID 67765002HCID 67765002, compoundHCID 70502830HCID 70502830, compoundHCID 70503044HCID 70503044, compound

Procedure

Following the general procedure of Example 282 and making non-critical variations but starting with the 17-butyrate esters of 17α,21-dihydroxy-16β-methyl-5α-pregn-9(11)-ene-3,20-dione, 17α,21-dihydroxy-16α-methyl-5α-pregn-9(11)-ene-3,20-dione or 17α,21-dihydroxy-5α-pregn-9(11)-ene-3,20-dione (Examples 192, 197 and 202) the corresponding 17,21-diesters, namely the 17-butyrate 21-acetate diesters of 17α,21-dihydroxy-16β-methyl-5α-pregn-9(11)-ene-3,20-dione, 17α,21-dihydroxy-6α-methyl-5α-pregn-9(11)-ene-3,20-dione, or 17α,21-dihydroxy-5α-pregn-9(11)-ene-3,20-dione are obtained.

Sources & evidence

ORD record
ord-2e73b653bd9e456a80325c5b3381e1d1
Source dataset
uspto-grants-1984_01
Patent number
US04427591

Reaction notes

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