Reaktion #2145621

ord-e95cc6af9fb942dba90cf11b0a858fb7

Reaktionsgleichung

C[C@]12CCC(=O)C(=[N+]=[N-])[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](CO)CC[C@@H]12
4-Diazo-17β-hydroxymethyl-5αandrostan-3-one
[O]=[Cr](=[O])([O-])[Cl].c1cc[nH+]cc1
pyridinium chlorochromate
→
C[C@]12CCC(=O)C(=[N+]=[N-])[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](C=O)CC[C@@H]12
4-diazo-3-oxo-5α-androstane-17β-carboxaldehyde

Edukte

C[C@]12CCC(=O)C(=[N+]=[N-])[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](CO)CC[C@@H]12
4-Diazo-17β-hydroxymethyl-5αandrostan-3-one
[O]=[Cr](=[O])([O-])[Cl].c1cc[nH+]cc1
pyridinium chlorochromate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

4-Diazo-17β-hydroxymethyl-5αandrostan-3-one is oxidized with pyridinium chlorochromate according to the procedure described in Example 4 to give 4-diazo-3-oxo-5α-androstane-17β-carboxaldehyde. In a similar manner, 4-diazo-17β-hydroxy-5α-androstan-3-one is oxidized with pyridinium chlorochromate to give 4-diazo-5α-androstane-3,17-dione.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04317817uspto-grants-1982_03