3-Amino-1,2-propanediol → HCID 58264345, compound

HRID 1428655Notes

Reaction equation

HRID 1428655 reaction equation
[C:1](OC)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[NH2:22][CH2:23][CH:24]([OH:27])[CH2:25][OH:26]>>[CH2:1]([NH:22][CH2:23][CH:24]([OH:27])[CH2:25][OH:26])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 735613-Amino-1,2-propanediolHCID 5364509Methyl Oleate

Product 1

HCID 58264345HCID 58264345, compound

Procedure

5 g of methyl oleat (commercially available under the trade name EDENOR® ME V05 from Cognis GmbH, MW 296) and 1.54 g of 3-amino-1,2-propanediol (MW 91.1, Sigma-Aldrich) were mixed together at 70° C. After addition of 100 mg of Novozym® 435 (lipase B from Candida Antarctica, from Novozymes), the reaction was conducted during 24 h at 70° C. under moderate agitation and vacuum (250-300 mbars). The mixture was filtrated to remove the immobilized enzyme. The product of the reaction was analyzed by HPLC-DEDL, to give an area ratio of N-oleyl-(3 amino-1,2-propanediol)/substrates >83%. Thus N-oleyl-(3 amino-1,2-propanediol) is a substance according to formula (I), wherein R1═—(CH2)7—CH═CH—(CH2)7—CH3 and R2═CH2—OH

Workup

  1. additionAfter addition of 100 mg of Novozym® 435 (lipase B from Candida Antarctica, from Novozymes)
  2. filtrationThe mixture was filtrated
  3. customto remove the immobilized enzyme

Sources & evidence

ORD record
ord-cd91f2acf1554032bf499c145757f141
Source dataset
uspto-grants-2015_01
Patent number
US08937100B2

Reaction notes

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