HCID 21849166, compound → HCID 21849259, compound

HRID 862839Notes

Reaction equation

HRID 862839 reaction equation
C([O:4][CH2:5][C:6]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])([NH:12][C:13](=[O:18])[CH2:14][CH2:15][CH2:16][CH3:17])[CH2:7][O:8]C(=O)C)(=O)C.C[O-].[Na+].CO.Cl.CO>CO>[CH2:19]([C:6]([NH:12][C:13](=[O:18])[CH2:14][CH2:15][CH2:16][CH3:17])([CH2:7][OH:8])[CH2:5][OH:4])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

Participants

5

Reactant 3

HCID 21849166HCID 21849166, compoundHCID 21893726Hydrochloride methanolHCID 23694274Sodium methanolate methanol

Product 1

HCID 21849259HCID 21849259, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1,3-Diacetoxy-2-octadecyl-2-(N-pentanoylamino)propane (400 mg) was dissolved in 8 ml of methanol and 17 mg of a 28% sodium methoxide-methanol solution was added thereto. The mixture was stirred at room temperature for 1 hour. Concentrated hydrochloric acid-methanol (1:11, 0.088 ml) was added thereto and the mixture was concentrated. The concentrate was subjected to silica gel column chromatography using chloroform-methanol (30:1) as an eluent. The resultant crystals were recrystallized from chloroform-hexane to give 312 mg of colorless, crystalline 2-octadecyl-2-(N-pentanoylamino)-1,3-propanediol.

Workup

  1. concentrationthe mixture was concentrated
  2. customThe resultant crystals were recrystallized from chloroform-hexane

Sources & evidence

ORD record
ord-aff7d7068cba4da797c70e81c2397544
Source dataset
uspto-grants-1998_02
Patent number
US05719176

Reaction notes

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