Bis(p-methoxyphenyl) telluroxide → 5alpha-Cholestan-3beta-ol benzoate

HRID 1164693Notes

Reaction equation

HRID 1164693 reaction equation
[CH3:1][CH:2]([CH2:4][CH2:5][CH2:6][C@H:7]([C@@H:9]1[C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C@H:16]([CH2:17][C@@H:18]([OH:28])[CH2:19][CH2:20]2)[CH2:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:3].[C:29]([O-:37])(=[Se])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.C[O:39]C1C=CC([Te](C2C=CC(OC)=CC=2)=O)=CC=1>>[CH3:3][CH:2]([CH2:4][CH2:5][CH2:6][C@H:7]([C@@H:9]1[C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C@H:16]([CH2:17][C@@H:18]([OH:28])[CH2:19][CH2:20]2)[CH2:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:1].[C:29]([O-:37])(=[O:39])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

3

Reactant 2

HCID 3044917Bis(p-methoxyphenyl) telluroxideHCID 178443927HCID 178443927, compound

Product 1

HCID 867387695alpha-Cholestan-3beta-ol benzoateYield 93%

Procedure

5α-Cholestan-3β-ol-selenobenzoate (278 mg, 0.50 mmol) was reacted with bis-(p-methoxyphenyl)-telluroxide for 0.3 h. 5α-Cholestan-3β-ol-benzoate (229 mg, 93%) was obtained after p.l.c. (petroleum ether-ethyl acetate 9:1). The product obtained was recrystallized from ethyl acetate (198 mg, 80%) m.p. 136°-137° (lit., 136°-137°).

Sources & evidence

ORD record
ord-28cb78dfe0bd4ebaa4a8240b499be37c
Source dataset
uspto-grants-1983_01
Patent number
US04370497

Reaction notes

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