14113-05-4Relevant articles and documents
A new approach to the synthesis of royal jelly acid
Zong, Qian-Shou,Wu, Jian-Yi
, p. 399 - 401 (2014)
A new approach to the synthesis of royal jelly acid (trans-10-hydroxy-2- decenoic acid) was proposed starting from 1,8-octanediol, which included selective monoprotection of 1,8-octanediol with acetic anhydride, oxidation, Wittig-Horner reaction, and hydrolysis and acidification, four steps in total, to yield the product. Overall yield is 80.2%.
Synthesis of 10-hydroxy- and 9-oxo-2E-decenoic acids from oleic acid
Kharisov,Botsman,Botsman,Ishmuratova,Ishmuratov,Tolstikov
, p. 145 - 148 (2002)
A practical synthesis of biologically active 10-hydroxy- and 9-oxo-2E-decenoic acids, components of mandibular gland secretion of honeybee (Apis mellifera L.), is developed using ozonolysis - reduction of oleic acid and 1,9-diacetoxynon-1-ene in the key steps.
LA REACTION DE WITTIG-HORNER EN MILIEU HETEROGENE VI. SELECTIVITE DE LA REACTION SUR DES COMPOSES BIFONCTIONNELS
Villieras, Jean,Rambaud, Monique,Graff, Micheline
, p. 53 - 56 (1985)
Heterogenous media of low basicity (K2CO3 or KHCO3), liquid-liquid or solid-liquid allow the Wittig-Horner reaction of fragile and unprotected aldehydes (hydroxyaldehydes, nitroaldehyde and ketoaldehydes) with excellent yields.The reaction is applied to the synthesis of Royal Jelly acid and Queen Substance of Honey bee.
Method for synthesizing royal jelly acid
-
Paragraph 0023; 0026; 0029; 0032; 0035, (2018/11/27)
The invention discloses a method for synthesizing royal jelly acid. 1,8-octanediol from a wide variety of sources, used as a starting material, sequentially undergoes an addition reaction, an oxidation reaction and Knoevenagel reaction-hydrolysis. The method has the advantages of few steps, less byproducts, increase of the yield and reduction of the production cost.
Method for the preparation of unsaturated hydroxy fatty acids and their esters, their use in pharmaceutical and/or cosmetic preparations
-
Page 5-6, (2010/02/08)
A method of preparing unsaturated hydroxy fatty acids and esters thereof corresponding to general formula (Id): wherein n=1 to 4, m=2 to 16, R1═OH, Cl, Br, OR3 in which R3 is a straight or branched alkyl, alkenyl or alkynyl radical of 1 to 16 carbons or glycerol esters, optionally substituted by one or more atoms selected from the group consisting of carbon, nitrogen, sulfur and halogens, R2═H, SiR′1R′2R′3 in which R′1, R′2 and R′3 can be identical or different from each other and are a straight or branched alkyl, alkenyl or alkynyl radical of 1 to 16 carbons or glycerol esters, optionally substituted by one or more atoms selected from the group consisting of carbon, nitrogen, sulfur and halogens, or R2═C—Ar3 with Ar representing an aryl radical optionally substituted by one or more atoms selected from the group consisting of carbon, nitrogen, sulfur and halogens, or R2=the tetrahydropyranyl of formula: is disclosed.