Vitamin D3 → Ergocalciferol

HRID 1446800Notes

Reaction equation

HRID 1446800 reaction equation
[CH3:1][C@@H:2]([C@@H:9]1[C@@:13]2([CH3:28])[CH2:14][CH2:15][CH2:16]/[C:17](=[CH:18]\[CH:19]=[C:20]3\[CH2:21][C@@H:22]([OH:27])[CH2:23][CH2:24][C:25]\3=[CH2:26])/[C@@H:12]2[CH2:11][CH2:10]1)[CH2:3][CH2:4][CH2:5][CH:6]([CH3:8])[CH3:7].[CH3:29]C(CC(C1C(=O)OC2C=CC=CC=2C=1O)C1C=CC=CC=1)=O>>[CH3:1][C@@H:2]([C@@H:9]1[C@@:13]2([CH3:28])[CH2:14][CH2:15][CH2:16]/[C:17](=[CH:18]\[CH:19]=[C:20]3\[CH2:21][C@@H:22]([OH:27])[CH2:23][CH2:24][C:25]\3=[CH2:26])/[C@@H:12]2[CH2:11][CH2:10]1)/[CH:3]=[CH:4]/[C@@H:5]([CH:6]([CH3:7])[CH3:8])[CH3:29]

Participants

3

Reactant 2

HCID 5280795Vitamin D3HCID 54678486Warfarin

Product 1

HCID 5280793Ergocalciferol

Procedure

The present invention thus provides a highly effective rodenticide preparation. The rodenticide is readily and economically prepared in a five-step sequence which does not require purification of intermediates. The preparation of this rodenticide in about 50% yield from vitamin D combined with its much higher rodenticidal activity (i.e., at least 20-30 times more potent than vitamin D3) make it a preferred agent for rodent control. The preparation should be particularly effective for the control of rats resistant to commercial rodenticides (e.g., warfarin) and is also advantageously used for the control of other rodents (e.g., mice) or other vertebrate pests (e.g., birds). The high potency of the material combined with its delayed onset of action should overcome problems of bait-avoidance or taste rejection encountered with previously known rodenticies.

Workup

  1. customThe present invention thus provides
  2. customa highly effective rodenticide preparation
  3. customeconomically prepared in a five-step sequence which
  4. custompurification of intermediates
  5. customThe preparation of this rodenticide in about 50% yield from vitamin D
  6. customThe preparation

Sources & evidence

ORD record
ord-d0cd1a3822e24aeea7f82608b29e2292
Source dataset
uspto-grants-1982_02
Patent number
US04313942

Reaction notes

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