359862-14-9

Upstream product

• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 142-61-0 Hexanoyl chloride 
• 142-62-1 hexanoic acid 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 111-64-8 n-octanoic acid chloride 

Downstream Products

• 359862-15-0 (2R',4R)-3-(2-methylhexanoyl)-4-benzyl-2-oxazolidinone 
• 1058161-91-3 (R)-4-benzyl-3-((R)-2-((R)-1-hydroxy-2-(4-methoxybenzyloxy)ethyl)hexanoyl)oxazolidin-2-one 
• 1058162-16-5 C₂₇H₃₅NO₆ 
• 1336884-41-3 (+)-methyl 6-((1R,2S)-2-((R)-4-benzyl-2-oxooxazolidine-3-carbonyl)-1-hydroxyhexyl)phenazine-1-carboxylate 
• 18908-66-2 3-(bromomethyl)heptane 
• 1134019-90-1 {1-benzyl-4-[(S)-1-((R)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-pentyl]-piperidin-4-yl}-cyano-acetic acid ethyl ester 
• 4536-23-6 2-methylhexanoic acid 

Relevant academic research and scientific papers

The Influence of Solubilizing Chain Stereochemistry on Small Molecule Photovoltaics

Three stereochemically pure isomers and two isomeric mixtures of a solution-processable diketopyrrolopyrrole-containing oligothiophene (SMDPPEH) have been used to study the effect of 2-ethylhexyl solubilizing group stereochemistry on the film morphology and bulk heterojunction (BHJ) solar cell characteristics of small molecule organic photovoltaics. The different SMDPPEH stereoisomer compositions exhibit nearly identical optoelectronic properties in the molecularly dissolved state, as well as in amorphous films blended with PCBM. However, for films in which SMDPPEH crystallization is induced by thermal annealing, significant differences in molecular packing between the different stereoisomer formulations are observed. These differences are borne out in photovoltaic device characteristics for which unannealed devices show very similar behavior, while after annealing the RR- and SS-SMDPPEH enantiomers show blue-shifted peak EQE relative to the SMDPPEH isomer mixtures. Unannealed devices made from the most crystalline stereoisomer, meso RS-SMDPPEH, are not completely amorphous, and show improved photocurrent generation as a result. Unlike the other compounds, after thermal annealing the RS-SMDPPEH devices show reduced device performance. The results reveal that the chirality of commonly used 2-ethylhexyl solubilizing chains can have a significant effect on the morphology, absorption, and optimum processing conditions of small molecule organic thin films used as photovoltaic device active layers.

The revised structure, total synthesis, and absolute configuration of streptophenazine A

A total synthesis of both diastereomers of the originally proposed structure for streptophenazine A (1) has been achieved. However, both synthetic compounds are different from the natural product. Re-examination of NMR data reported for streptophenazine A

Synthesis of novel analogues of antimycin A3

Four novel analogues of antimycin A3, 1a-d, were synthesized in good overall yields.

Stereoselective reactions of acyclic allylic phosphates with organocopper reagents

A series of acyclic allylic alcohols of general structure R1CH=CHCH(OH)R2 were resolved by Sharpless kinetic resolution. The hydroxyl groups of these enantiomerically enriched alcohols were derivatized to diethyl phosphates, and the derivatives were reacted with organocopper reagents. Cleanest substitution reactions were observed with reagents R32CuCNLi2. With R1 = Me and R3 = n-Bu, the size of R2 affected both the regioselectivity and stereoselectivity of the displacement. Larger R2 groups gave higher regio- and stereoselectivities: with R2 = 3-pentyl, >98% SN2′ regioselectivity and > 98% anti stereoselectivity were observed. Bn2CuCNLi2 gave stereoselectivities comparable to those observed with n-Bu2CuCNLi2 but t-Bu2CuCNLi2 exhibited much lower diastereofacial preference.