Ammonia → HCID 22872543, compound

HRID 1585520Notes

Reaction equation

[CH3:1][C@@H:2]1[C@:25]2([O:31][CH2:30][C@H:28]([CH3:29])[CH2:27][CH2:26]2)[O:24][C@H:4]2[CH2:5][C@@H:6]3[C@@:20]([CH3:21])([C@@H:3]12)[CH2:19][C:18](=[O:22])[C@H:17]1[C@H:7]3[CH2:8][CH2:9][C@@H:10]2[C@:15]1([CH3:16])[CH2:14][CH2:13][C@H:12]([OH:23])[CH2:11]2.[Li].N>>[CH3:1][C@@H:2]1[C@:25]2([O:31][CH2:30][C@H:28]([CH3:29])[CH2:27][CH2:26]2)[O:24][C@H:4]2[CH2:5][C@@H:6]3[C@@:20]([CH3:21])([C@@H:3]12)[CH2:19][C@@H:18]([OH:22])[C@H:17]1[C@H:7]3[CH2:8][CH2:9][C@@H:10]2[C@:15]1([CH3:16])[CH2:14][CH2:13][C@H:12]([OH:23])[CH2:11]2

Participants

Reactant 3

HCID 222Ammonia

HCID 736823-Hydroxyspirostan-11-one

HCID 3028194Lithium

Product 1

HCID 22872543HCID 22872543, compound

Procedure

(3β,5α,25R)spirostan-3-ol-11-one (Aldrich Chemical Company, Milwaukee, Wis. or Steraloids Inc., Wilton, N.H., or see preparation G13) was converted into the title compound via reduction with lithium and ammonia according to the procedure described in J. Am. Chem. Soc., 1953, 75, 1282.

Sources & evidence

ORD record: ord-b92a19c4160048f3bbbe51b430a405bc
Source dataset: uspto-grants-1999_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05939398

Reaction notes

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