Reaction #63000

ord-54c597f8caba4635880efa179ab48e7e

Reaction equation

CC(=O)OCC(=O)[C@H]1[C@H](C#N)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C
( V )
CC(=O)OCC(=O)[C@H]1[C@H](C#N)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C
21-acetoxy-16α-cyano-11β-hydroxy-3,20-dioxo-1,4-pregnadiene
Cl
hydrogen chloride
→
C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)C=C[C@@]43C)[C@@H]1C[C@@H](C#N)[C@@H]2C(=O)CO
16α-cyano-11β,21-dihydroxy-3,20-dioxo-1,4-pregnadiene

Reactants

CC(=O)OCC(=O)[C@H]1[C@H](C#N)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C
( V )
CC(=O)OCC(=O)[C@H]1[C@H](C#N)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C
21-acetoxy-16α-cyano-11β-hydroxy-3,20-dioxo-1,4-pregnadiene
Cl
hydrogen chloride

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The process of claim 7 which additionally comprises reacting (V) with hydrogen chloride to produce (VI) 16α-cyano-11β,21-dihydroxy-3,20-dioxo-1,4-pregnadiene.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04762919uspto-grants-1988_08