97424-48-1

Upstream product

• 49642-51-5 (S)-(+)-2-methylhexanoic acid 
• 59614-85-6 (-)-(S)-3-methylheptanoic acid 
• 99833-15-5 (S)-2-methylhexyl 4-methylbenzenesulfonate 
• 4536-23-6 2-methylhexanoic acid 
• 66050-98-4 (2R)-methyl-1-hexanol 
• 51703-97-0 (R)-(-)-2-methylhexanoic acid 
• 99824-63-2 (R)-2-methylhexyl 4-methylbenzenesulfonate 
• 111555-17-0 (R)-2-methylhexanoic acid (S)-1-phenylethylamide 
• 41693-47-4 2-methylhexanoyl chloride 
• 177314-38-4 (R)-2-Methylhexyl tetrahydropyranyl ether 
• 111555-18-1 (S)-2-methylhexanoic acid (S)-1-phenylethylamide 
• 624-22-6 (2S)-2-methyl-1-hexanol 
• 131906-75-7 (S)-2-Methylhexyl Tetrahydropyranyl Ether 

Downstream Products

• 13151-35-4 (S)-5-Methyldecane 
• 108195-53-5 (5S,9S)-5,9-Dimethylheptadecane 
• 13151-35-4 (R)-5-Methyldecane 
• 99427-19-7 (R)-3-Methylheptyl tosylate 
• 1070-32-2 (R)-(+)-3-Methyl-1-heptanol 
• 251968-34-0 (3S)-methyl-1-tosyloxyheptane 
• 61169-84-4 (S)-3-methylheptan-1-ol 

Relevant academic research and scientific papers

Porous Self-Assembled Molecular Networks as Templates for Chiral-Position-Controlled Chemical Functionalization of Graphitic Surfaces

Controlled covalent functionalization of graphitic surfaces with molecular scale precision is crucial for tailored modulation of the chemical and physical properties of carbon materials. We herein present that porous self-assembled molecular networks (SAMNs) act as nanometer scale template for the covalent electrochemical functionalization of graphite using an aryldiazonium salt. Hexagonally aligned achiral grafted species with lateral periodicity of 2.3, 2.7, and 3.0 nm were achieved utilizing SAMNs having different pore-to-pore distances. The unit cell vectors of the grafted pattern match those of the SAMN. After the covalent grafting, the template SAMNs can be removed by simple washing with a common organic solvent. We briefly discuss the mechanism of the observed pattern transfer. The unit cell vectors of the grafted pattern align along nonsymmetry axes of graphite, leading to mirror image grafted domains, in accordance with the domain-specific chirality of the template. In the case in which a homochiral building block is used for SAMN formation, one of the 2D mirror image grafted patterns is canceled. This is the first example of a nearly crystalline one-sided or supratopic covalent chemical functionalization. In addition, the positional control imposed by the SAMN renders the functionalized surface (homo)chiral reaching a novel level of control for the functionalization of carbon surfaces, including surface-supported graphene.

Stereochemical investigations reveal the mechanism of the bacterial activation of n-alkanes without oxygen

Anaerobic growth of the bacterium strain HxN1 with n-hexane gives nearly equal amounts of (2R,1 R)- and (2S,1 R)-(1-methylpentyl)succinate, which are formed by the radical addition of the hydrocarbon to fumarate (see scheme). The highly selective attack on the pro-S hydrogen atom at C2 of n-hexane is associated with inversion of the configuration at C2 during binding to fumarate and exhibits isotopic discrimination against a C-2H bond. Copyright

Regio- and stereochemical study of sex pheromone of pine sawfly; Diprion nipponica

Regio- and stereoisomers of 1,2,ω-trimethyldecyl propionate (ω = 5-9) were prepared from stereochemically pure chiral building blocks as sex pheromone candidates of a pine sawfly; Diprion nipponica. Among the synthesized candidates, (1S,2R,8S)-1,2,8-trimethyldecyl propionate was found to be the sex pheromone of D. nipponica, based on compatibility of its GC-MS data with that of the extract of females, and its significantly high pheromone activity in a field bioassay. The field bioassay of the synthesized compounds also revealed that (1S,2R,SR)-1,2,8-trimethyldecyl propionate, (1S,2R,7S)-1,2,7-trimethyldecyl propionate, and (1S,2R,6S)-1,2,6-trimethyldecyl propionate could attract male sawflies to some extent as pheromone mimics.

Pheromone synthesis, CXCII. - Synthesis of all the stereoisomers of 10,14-dimethyloctadec-1-ene, 5,9-dimethyloctadecane and 5,9- dimethylheptadecane, the sex pheromone components of the apple leafminer, Lyonetia prunifoliella

All of the stereoisomers of 10,14-dimethyloctadec-1-ene (1), 5,9- dimethyloctadecane (2) and 5,9-dimethylheptadecane (3), the sex pheromone components of the apple leafminer (Lyonetia prunifoliella), were synthesized by starting from the enantiomers of ci

14C-Labeling of a novel prostacyclin I1 derivative, SM-10902

(+)-Methyl [2-[(2R,3aS,4R,5R,6aS)-octahydro-5-hydroxy-4-[(E)(3S,5S)-3-hydroxy-5-methyl-1 -[3-14C]nonenyl]-2-pentalenyl]ethoxy]-acetate ([nonenyl-3-14C]SM-10902) (1) was labeled with carbon-14 for use in mammalian metabolic studies. The synthesis was achieved in 7 steps from [14C]carbon dioxide: including: 1) Grignard reaction, 2) esterification, 3) condensation with dimethyl methylphosphonate, 4) Wittig-Horner reaction, 5) separation of isomers by HPLC. Stereoselective reduction of the protected ketone with sodium borohydride in the presence of cerium (III) chloride and subsequent desilylation produced 1. The overall yield was 11.1% from Ba[14C]CO3.

POTENTIAL SEX PHEROMONE IN Platynereis dumerilii - IDENTIFICATION AND SYNTHESIS

5-methyldecane (6a,b) was extracted from ripe males of Platynereis dumerilii by using a closed loop stripping technique and identified by GC-MS and synthesis.This substance is a minor component of the pheromone bouquet and elicites an electrophysiological response in females of Platynereis dumerilii.