Methanol → HCID 57376705, compound

HRID 1847108Notes

Reaction equation

HRID 1847108 reaction equation
[CH3:1][C@@H:2]([C@@H:10]1[C@@:14]2([CH3:29])[CH2:15][CH2:16][C@@H:17]3[C@@:22]4([CH3:28])[CH2:23][CH2:24][C@H:25]([OH:27])[CH2:26][C:21]4=[CH:20][CH:19]=[C:18]3[C@@H:13]2[CH2:12][CH2:11]1)/[CH:3]=[CH:4]/[C@@H:5]([CH:7]([CH3:9])[CH3:8])[CH3:6].N1C=CC=CC=1.[C:36](Cl)(=[O:38])[CH3:37].CO>ClCCl>[C:36]([O:27][CH:25]1[CH2:24][CH2:23][C@@:22]2([CH3:28])[C:21](=[CH:20][CH:19]=[C:18]3[C@@H:17]2[CH2:16][CH2:15][C@@:14]2([CH3:29])[C@H:13]3[CH2:12][CH2:11][C@@H:10]2[C@H:2]([CH3:1])[CH:3]=[CH:4][C@H:5]([CH3:6])[CH:7]([CH3:8])[CH3:9])[CH2:26]1)(=[O:38])[CH3:37]

Participants

6

Reactant 4

HCID 887MethanolHCID 1049PyridineHCID 6367Acetyl chlorideHCID 444679Ergosterol

Product 1

HCID 57376705HCID 57376705, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ergosterol (5.00 g, 12.6 mmol) was dissolved in dichloromethane (100 mL), and pyridine (4 mL) and acetyl chloride (2 mL) were sequentially added at 0° C. thereto, followed by stirring at room temperature for 18 hours. The reaction mixture was concentrated to yield a residue and then methanol was added to the obtained residue for trituration to obtain the title compound (5.21 g, 94%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customto yield a residue

Sources & evidence

ORD record
ord-f118b0733023458e92ac942658e79b43
Source dataset
uspto-grants-2015_02
Patent number
US08952003B2

Reaction notes

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