HCID 22801541, compound → HCID 22801542, compound

HRID 1834993Notes

Reaction equation

HRID 1834993 reaction equation
[CH3:1][C@@H:2]1[C@@:19]2([CH2:20][OH:21])[C@@H:6]([CH2:7][C@@H:8]([CH3:23])[C@@H:9]3[C@@H:18]2[CH2:17][CH2:16][C@@:14]2([CH3:15])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[OH:22])[CH2:5][C:4](=O)[CH2:3]1.[CH3:25][C@@H:26]1[C:43](=O)[CH2:42][CH2:41][C@@:40]2([CH2:45][O:46][Si:47]([C:60]3[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=3)([C:54]3[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=3)[C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)[C@H:27]1[CH2:28][CH2:29][C@@H:30]1[C@@H:39]2[CH2:38][CH2:37][C@@:35]2([CH3:36])[C@H:31]1[CH2:32][CH2:33][C@@H:34]2[O:66][Si:67]([C:80]1[CH:85]=[CH:84][CH:83]=[CH:82][CH:81]=1)([C:74]1[CH:79]=[CH:78][CH:77]=[CH:76][CH:75]=1)[C:68]1[CH:73]=[CH:72][CH:71]=[CH:70][CH:69]=1.O[C@@]1(C)CC[C@H]2[C@H]3[C@H](CC[C@]12C)[C@]1(CO)[C@H](CC(=O)CC1)CC3>>[CH3:1][C@@H:2]1[C@@:19]2([CH2:20][OH:21])[C@@H:6]([CH2:7][C@@H:8]([CH3:23])[C@@H:9]3[C@@H:18]2[CH2:17][CH2:16][C@@:14]2([CH3:15])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[OH:22])[CH2:5][CH2:4][CH2:3]1.[CH3:25][C@@H:26]1[CH2:43][CH2:42][CH2:41][C@@:40]2([CH2:45][O:46][Si:47]([C:60]3[CH:61]=[CH:62][CH:63]=[CH:64][CH:65]=3)([C:48]3[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=3)[C:54]3[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=3)[C@H:27]1[CH2:28][CH2:29][C@@H:30]1[C@@H:39]2[CH2:38][CH2:37][C@@:35]2([CH3:36])[C@H:31]1[CH2:32][CH2:33][C@@H:34]2[O:66][Si:67]([C:68]1[CH:73]=[CH:72][CH:71]=[CH:70][CH:69]=1)([C:80]1[CH:81]=[CH:82][CH:83]=[CH:84][CH:85]=1)[C:74]1[CH:75]=[CH:76][CH:77]=[CH:78][CH:79]=1

Participants

5

Reactant 3

HCID 22801541HCID 22801541, compoundHCID 70614353HCID 70614353, compoundHCID 70614615HCID 70614615, compound

Product 2

HCID 22801542HCID 22801542, compoundHCID 70615197HCID 70615197, compound

Procedure

Substituting 1α,7α-dimethyl-17β,19-dihydroxy-5α-androstan-3-one, 4α,6α,17α-trimethyl-17β,19-di(2'-tetrahydropyranyloxy)-5α-androstan-3-one, 4α,17α-dimethyl-17β,19-di(4'-tetrahydropyranyloxy)-5α-androstan-3-one, 17β,19-dihydroxy-6α,17α-dimethyl-5α-androstan-3-one diacetate and 4α-methyl-17β,19-di(triphenylsiloxy)-5α-androstan-3-one for the 17β,19-dihydroxy-17α-methyl-5α-androstan-3-one above results in the preparation of 1α,7α-dimethyl-5α-androstan-17β,19-diol, 4α,6α,17α-trimethyl-17β,19-di(2'-tetrahydropyranyloxy)-5α-androstane, 4α,17α-dimethyl-17β,19-di(4'-tetrahydropyranyloxy)-5α-androstane, 6α,17α-dimethyl-5α-androstane-17β,19-diol diacetate and 4α-methyl-17β,19-di(triphenylsiloxy)-5α-androstane, respectively.

Sources & evidence

ORD record
ord-1ca2a44a27834e8a8929658179f025e1
Source dataset
uspto-grants-1978_01
Patent number
US04071625

Reaction notes

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