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

HRID 1164692Notes

Reaction equation

HRID 1164692 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:16]([CH2:17][C@@H:18]([OH:28])[CH2:19][CH2:20]2)=[CH:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:3].S=[C:30]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:31]1[C:32]([O-:34])=[O:33].COC1C=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:16]([CH2:17][C@@H:18]([OH:28])[CH2:19][CH2:20]2)=[CH:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:1].[C:32]([O-:34])(=[O:33])[C:31]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:30]=1

Participants

3

Reactant 2

HCID 3044917Bis(p-methoxyphenyl) telluroxideHCID 867387675-Cholesten-3beta-ol thionobenzoate

Product 1

HCID 867387665-Cholesten-3beta-ol benzoateYield 66%

Procedure

5-Cholesten-3β-ol-thionobenzoate (253 mg, 0.50 mmol) was reacted with bis-(p-methoxyphenyl)-telluroxide for 1.5 h. 5-Cholesten-3β-ol-benzoate (162 mg, 66%) m.p. 143°-145° was obtained after p.l.c. (petroleum ether-ethyl acetate 9:1). The product obtained was recrystallized from ethyl acetate (130 mg, 53%), m.p. 144.5 (lit., 150°-151°), νmax (CCl4) 1722 cm-1.

Sources & evidence

ORD record
ord-55bac9c1b2bd48c486ed12bd8ec8c0ca
Source dataset
uspto-grants-1983_01
Patent number
US04370497

Reaction notes

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