124388-95-0

Upstream product

• 50816-19-8 8-bromooctanol 
• 124388-94-9 10-methyl-1-tetrahydro-2H-pyran-2-yloxyundecane 
• 68022-04-8 1-tetrahydropyranyloxy-8-octanylmagnesium bromide 
• 333335-25-4 10-Methyl-undec-9-en-1-ol 
• 101803-64-9 2-methyl-dodecane-2,11-diol 
• 818-88-2 sebacic acid mono methyl ester 
• 2640-94-0 methyl 10-hydroxydecanoate 
• 111-20-6 1,10-decanedioic acid 
• 629-41-4 1,8-Octanediol 
• 50816-20-1 2-(8-bromooctyloxy)tetrahydropyran 
• 219617-24-0 methyl 10-methylundec-10-enoate 
• 18993-09-4 methyl 10-oxoundecanoate 
• 5129-56-6 undecanoic acid, 10-methyl-, methyl ester 
• 1026532-13-7 Methanesulfonic acid 10-methyl-undecyl ester 

Downstream Products

• 1560-89-0 2-methylheptadecane 
• 942137-21-5 C₂₅H₄₂O₂ 
• 942137-22-6 C₂₅H₄₂O 
• 864814-33-5 [2-(10-Methyl-undecyl)-2H-tetrazol-5-yl]-phenyl-amine 

Relevant academic research and scientific papers

Total Synthesis of (2S,3S,4R)-2--16-methylheptadecane-1,3,4-triol 3,4-dibenzoate, a Partially Protected Ceramide Part of Sponge Cerebrosides

(2S,3S,4R)-2--16-methylheptadecane-1,3,4-triol 3,4-dibenzoate 32, apertially protected ceramide part of a cerebroside from the marine sponge Halichondria japonica, has been synthesized from L-ascorbic acid, and its absolute stereochemistry has been determined.The key steps in the synthesis include the regioselective ring opening of chiral epoxide 5 with a 2-alkyl-2-lithio-1,3-dithiane and the introduction of a hydroxymethylene synthon using Dondoni's protocol to assemble C(1) and C(2) functionality.

Structural and Functional Analysis of Bacterial Sulfonosphingolipids and Rosette-Inducing Factor 2 (RIF-2) by Mass Spectrometry-Guided Isolation and Total Synthesis

We have analyzed the abundance of bacterial sulfonosphingolipids, including rosette-inducing factors (RIFs), in seven bacterial prey strains by using high-resolution tandem mass spectrometry (HRMS2) and molecular networking (MN) within the Glob

An asymmetric synthesis of sulfobacin A

A facile synthesis of sulfobacin A has been developed starting from (R)-cyclohexylideneglyceraldehyde (11). The key steps in the synthesis are the highly diastereocontrolled allylation of 11 and syn-selective reduction of a ketone derived from 11. The oth

CONVENIENT SYNTHESES OF SIX TUNICAMYCIN ACIDS

10-Methylundecanol (15), obtained in five steps from sebacic acid, served as substrate for the synthesis of the ester 3-Et, via oxidation to aldehyde and Wittig condensation with stabilized ylid.From 3-Et next ester, 2-Et, was obtained by hydrogenation.Reduction of the ester grouping in 2-Et to the alcohol, followed by oxidation to aldehyde provided a substrate for another Wittig condensation leading to 8-Me.On the other hand, bromide 17, obtained from 15, was used for alkylation of propargylic alcohol.The product obtained, 18, served for the synthesis of acids 5 and 6.Ester 10-Et was obtained from 18 via hydrogenation of the triple bond, oxidation to aldehyde and condensation with a stabilized Wittig ylid.The yields of all steps were good to excellent. Key words: higher fatty acids, tunicamycin acids.

Synthesis of 14-methylpentadecan-3-one and 2-methylheptadecane

Li2CuCl4 catalysed coupling of 1-tetrahydropyranyloxy-8-octanylmagnesium bromide (III) with isobutyl bromide yields IV which on depyranylation with PPTS/MeOH followed by treatment with PBr3 affords the key intermediate 1-bromo-10-methylundecane (VI).Regioselective alkylation of α-lithio-2-butanone N,N-dimethylhydrazone with VI in THF at -78 deg C followed by oxidative hydrolysis with aq.NaIO4 at pH 7 results in the formation of 14-methylpentadecan-3-one (I).Coupling of VI with hexylmagnesium bromide using Li2CuCl4 as catalyst furnishes the target compound (II).