Acetate → Retinoic Acid

HRID 1952955Notes

Reaction equation

HRID 1952955 reaction equation
CN(C=O)C.CC([CH2:9][CH2:10][CH2:11][C@H:12]([C@@H:14]1[C@:32]2([CH3:33])[C@H:17]([C@H:18]3[C@H:29]([CH2:30][CH2:31]2)[C@:27]2([CH3:28])[C:21](C[C@H](C[CH2:26]2)O)=[CH:20][CH2:19]3)CC1)C)C.[C:34]([O-:37])(=[O:36])[CH3:35]>CO>[CH3:17][C:18]1[CH2:19][CH2:20][CH2:21][C:27]([CH3:26])([CH3:28])[C:29]=1/[CH:30]=[CH:31]/[C:32](/[CH3:33])=[CH:14]/[CH:12]=[CH:11]/[C:10](/[CH3:9])=[CH:35]/[C:34]([OH:37])=[O:36]

Participants

5

Reactant 3

HCID 175AcetateHCID 5997CholesterolHCID 6228Dimethylformamide

Product 1

HCID 444795Retinoic Acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

40 mg of hapten are solubilized in 2 ml of anhydrous methanol and 2 ml of anhydrous DMF containing 1 μl of radioactive tracer (cholesterol: ref. NET 725, Dupont de Nemours). 80 mg of PL dissolved in 2 ml of 1.5 M acetate buffer are then added dropwise. After thorough stirring, the conjugates are purified by dialysis. The first dialysis solution consists of a mixture of 1/3 of methanol, 1/3 of DMF and 1/3 of water. The following two solutions consist solely of water.

Workup

  1. additionare then added dropwise
  2. customAfter thorough stirring, the conjugates are purified by dialysis
  3. additionThe first dialysis solution consists of a mixture of 1/3 of methanol, 1/3 of DMF and 1/3 of water

Sources & evidence

ORD record
ord-88a5ee229d9443b8b1315e3ebb2e83b8
Source dataset
uspto-grants-2000_09
Patent number
US06114388

Reaction notes

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