Sodium Dithionite → HCID 15680043, compound

HRID 1494199Notes

Reaction equation

HRID 1494199 reaction equation
[I-].[CH3:2][N+:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([O:11][CH2:12][C:13](=[O:36])[C@:14]2([OH:35])[C@:31]3([CH3:32])[C@H:17]([C@H:18]4[C@H:28]([C@@H:29]([OH:33])[CH2:30]3)[C@:26]3([CH3:27])[C:21](=[CH:22][C:23](=[O:34])[CH2:24][CH2:25]3)[CH2:20][CH2:19]4)[CH2:16][CH2:15]2)=[O:10])[CH:4]=1.C([O-])(O)=O.[Na+].[O-]S(S([O-])=O)=O.[Na+].[Na+]>CO>[OH:33][C@H:29]1[CH2:30][C@@:31]2([CH3:32])[C@@H:17]([CH2:16][CH2:15][C@:14]2([OH:35])[C:13](=[O:36])[CH2:12][O:11][C:9]([C:5]2[CH2:6][CH:7]=[CH:8][N:3]([CH3:2])[CH:4]=2)=[O:10])[C@H:18]2[C@H:28]1[C@:26]1([CH3:27])[C:21]([CH2:20][CH2:19]2)=[CH:22][C:23](=[O:34])[CH2:24][CH2:25]1

Participants

5

Reactant 3

HCID 24489Sodium DithioniteHCID 516892Sodium BicarbonateHCID 15680041HCID 15680041, compound

Product 1

HCID 15680043HCID 15680043, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The general reduction procedure of Example 11 of U.S. Pat. No. 4,617,298 was followed, using 0.8 mmol of the steroidal quaternary salt prepared in Example 120, 0.34 g of NaHCO3 and 0.42 g of Na2S2O4 in 50% aqueous methanol at 0° C., with a nitrogen purge. The product had the structural formula: ##STR149##

Workup

  1. customat 0° C.
  2. customwith a nitrogen purge

Sources & evidence

ORD record
ord-146c1ab6a35d4f379721e5c32b7169a4
Source dataset
uspto-grants-1991_06
Patent number
US05024998

Reaction notes

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