7-Dehydrositosterol → HCID 9547700, compound

HRID 2183426Notes

Reaction equation

HRID 2183426 reaction equation
[CH3:1][CH2:2][C@@H:3]([CH:28]([CH3:30])[CH3:29])[CH2:4][CH2:5][C@H:6]([C@@H:8]1[C@@:12]2([CH3:27])[CH2:13][CH2:14][C@@H:15]3[C@@:20]4([CH3:26])[CH2:21][CH2:22][C@H:23]([OH:25])[CH2:24][C:19]4=[CH:18][CH:17]=[C:16]3[C@@H:11]2[CH2:10][CH2:9]1)[CH3:7]>C(O)C>[CH3:1][CH2:2][C@H:3]([CH:28]([CH3:29])[CH3:30])[CH2:4][CH2:5][C@H:6]([C@@H:8]1[C@@:12]2([CH3:27])[CH2:13][CH2:14][CH2:15]/[C:16](=[CH:17]\[CH:18]=[C:19]3\[CH2:24][C@@H:23]([OH:25])[CH2:22][CH2:21][C:20]\3=[CH2:26])/[C@@H:11]2[CH2:10][CH2:9]1)[CH3:7]

Participants

3

Reactant 1

HCID 52836347-Dehydrositosterol

Product 1

HCID 9547700HCID 9547700, compoundYield 40.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7-Dehydrositosterol (7) (1.5 g, 3.63 mmol) in ethanol (200 mL) was heated at 60° C. for 4 h. The reaction was monitored by TLC. The solution was concentrated in vacuo and the crude vitamin D5 was purified on a silica gel column using 20% ethyl acetate in hexane to yield 600 mg (40%) of Vitamin D5 (9).

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. customthe crude vitamin D5 was purified on a silica gel column

Sources & evidence

ORD record
ord-385474da58cc45a080462452462d12d9
Source dataset
uspto-grants-2005_05
Patent number
US06900191B1

Reaction notes

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