19-Methoxy-3beta,17beta-androst-5-ene diol → 19-Methoxyandrost-5-ene-3beta,17beta-diol diacetate

HRID 1390763Notes

Reaction equation

HRID 1390763 reaction equation
[CH3:1][O:2][CH2:3][C@@:4]12[C@@H:21]3[C@H:12]([C@H:13]4[C@@:17]([CH2:19][CH2:20]3)([CH3:18])[C@@H:16]([OH:22])[CH2:15][CH2:14]4)[CH2:11][CH:10]=[C:9]1[CH2:8][C@@H:7]([OH:23])[CH2:6][CH2:5]2>C(OC(=O)C)(=O)C.N1C=CC=CC=1>[C:3]([O:23][C@H:7]1[CH2:6][CH2:5][C@@:4]2([CH2:3][O:2][CH3:1])[C:9](=[CH:10][CH2:11][C@@H:12]3[C@@H:21]2[CH2:20][CH2:19][C@@:17]2([CH3:18])[C@H:13]3[CH2:14][CH2:15][C@@H:16]2[O:22][C:16](=[O:22])[CH3:15])[CH2:8]1)(=[O:2])[CH3:4]

Participants

4

Reactant 1

HCID 6949752319-Methoxy-3beta,17beta-androst-5-ene diol

Product 1

HCID 8661220719-Methoxyandrost-5-ene-3beta,17beta-diol diacetate

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 7918Acetic AnhydrideSolvent

Procedure

19-Methoxyandrost-5-ene-3β,17β-diol is dissolved in a mixture of acetic anhydride and pyridine and the solution allowed to stand overnight at room temperature. The solvents are removed under vacuum and the remaining residue crystallized from an acetone-hexane solution to yield 19-methoxyandrost-5-ene-3β,17β-diol diacetate.

Workup

  1. customThe solvents are removed under vacuum
  2. customthe remaining residue crystallized from an acetone-hexane solution

Sources & evidence

ORD record
ord-819686215dca40838cf2f9798a5e19a0
Source dataset
uspto-grants-1979_02
Patent number
US04139617

Reaction notes

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