Hydrazine hydrate (1:1) → HCID 86752930, compound

HRID 1957304Notes

Reaction equation

HRID 1957304 reaction equation
[N:1]([C@@:4]12[C@H:21]3[C@@H:12]([C@:13]4([CH3:34])[C@H:18]([CH2:19][CH2:20]3)[CH2:17][C@@H:16]([O:22][C@@H:23]3[O:32][C@@H:31]([CH3:33])[C@H:29]([OH:30])[C@@H:27]([OH:28])[C@H:24]3[O:25][CH3:26])[CH2:15][CH2:14]4)[CH2:11][CH2:10][C@:8]1([CH3:9])[C@@H:7]([C:35]([O:37][CH3:38])=[O:36])[CH2:6][CH2:5]2)=[N+]=[N-].O.NN>>[NH2:1][C@@:4]12[C@H:21]3[C@@H:12]([C@:13]4([CH3:34])[C@H:18]([CH2:19][CH2:20]3)[CH2:17][C@@H:16]([O:22][C@@H:23]3[O:32][C@@H:31]([CH3:33])[C@H:29]([OH:30])[C@@H:27]([OH:28])[C@H:24]3[O:25][CH3:26])[CH2:15][CH2:14]4)[CH2:11][CH2:10][C@:8]1([CH3:9])[C@@H:7]([C:35]([O:37][CH3:38])=[O:36])[CH2:6][CH2:5]2

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86752931HCID 86752931, compound

Product 1

HCID 86752930HCID 86752930, compound

Procedure

115 mg of the 14β-azido-3β-[(2'-O-methyl)-α-(L)-rhamnopyranosyloxy]-5β-androstane-17β-carboxylic acid, methyl ester obtained as indicated above are treated with hydrazine hydrate in the presence of a catalyst according to the method of Example 15, and 14β-amino-3β-[(2'-O-methyl)-α-(L)-rhamnopyranosyloxy]-5β-androstane-17β-carboxylic acid, methyl ester is obtained.

Sources & evidence

ORD record
ord-9d3e654a203d461db6b2f6ae29be03cc
Source dataset
uspto-grants-1998_07
Patent number
US05783677

Reaction notes

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