119649-27-3

Upstream product

• 2746-25-0 p-Methoxybenzyl bromide 
• 27063-62-3 2-(4-methoxy-phenyl)-[1,3]dioxepane 
• 409064-73-9 C₁₂H₁₆O₃ 
• 105-13-5 4-Methoxybenzyl alcohol 
• 824-94-2 p-methoxybenzyl chloride 
• 13391-35-0 allyl (4-methoxyphenyl) ether 
• 119649-45-5 4-(p-methoxybenzyloxy)butan-1-ol 

Downstream Products

• 101711-89-1 (S)-4-Benzyl-3-[4-(4-methoxy-benzyloxy)-butyryl]-oxazolidin-2-one 
• 154476-70-7 6-(4-methoxybenzyloxy)hex-1-en-3-ol 
• 179618-59-8 5-[(3E,5E)-9-(4-Methoxy-benzyloxy)-3-methyl-nona-3,5-dienyl]-2,2,4,4-tetramethyl-[1,3]dioxolane 
• 209069-50-1 1-O-(4-methoxybenzyl)-5,5-dimethylhept-6-ene-1,4-diol 
• 850166-83-5 6-(4-methoxybenzyloxy)-hex-2-enoic acid ethyl ester 
• 361445-31-0 7-(4-methoxy-benzyloxy)-heptane-3,4-dione 
• 444200-10-6 tert-butyl (3S)-3-hydroxy-6-[(4-methoxybenzyl)oxy]hexanoate 
• 500594-11-6 (R)-7-(4-Methoxybenzyloxy)hept-1-en-4-ol 
• 565229-75-6 (4R)-4-benzyl-3-[(2R,3S)-3-hydroxy-6-(4-methoxybenzyloxy)-2-methylhexanoyl]oxazolidin-2-one 
• 849800-94-8 (E)-6-(4-Methoxy-benzyloxy)-hex-2-enoic acid methyl ester 
• 1189125-77-6 C₁₉H₂₈O₃ 

Relevant academic research and scientific papers

Total Synthesis and Structural Reassignment of the γ-Lactone Polyketide from Diaporthe sp. SXZ-19

The first stereoselective total synthesis of the proposed structure of the γ-lactone from Diaporthe sp. SXZ-19 was achieved by utilizing a convergent pathway. The four stereogenic centers were formed by employing Brown's asymmetric alkoxyallylboration rea

Asymmetric synthesis of epohelmins A, B and 3-epi ent-epohelmin A

An efficient method for asymmetric synthesis of epohelmins A (3), B (4) and their isomer 24 is detailed in this report. The key feature in this divergent synthesis includes the SmI2-induced cross-coupling of N-tert-butanesulfinyl imine 10 with chiral aldehyde 9 derived from D-malic acid. A cascade cyclization to the pyrrolizidine skeleton is achieved in our synthetic route for epohelmins. In addition, an interesting intramolecular oxa-Michael addition was observed for epohelmin A (3).

Fluorine in pheromones: Synthesis of fluorinated 12-dodecanolides as emerald ash borer pheromone mimetics

A series of five 12-dodecanolides have been synthesised containing CF2 groups at C5, C6, C7, C8 and in one case, a double substitution at C5 & C8, as a strategy to bias the conformational space accessed by these macrocycles, and to assess if th

Substrate specificity of tuliposide-converting enzyme, a unique non-ester-hydrolyzing carboxylesterase in tulip: Effects of the alcohol moiety of substrate on the enzyme activity

6-Tuliposides A (PosA) and B (PosB) are glucose esters accumulated in tulip (Tulipa gesneriana) as major defensive secondary metabolites. Pos-converting enzymes (TgTCEs), which we discovered previously from tulip, catalyze the conversion reactions of PosA

1-mercapto methyl propyl process for the preparation of acetic acid

The invention provides a preparation method of 1-mercaptomethylcyclopropyl acetic acid. The preparation method is used for solving the problems of high cost, high toxicity, low yield and heavy environmental pollution of the existing preparation method. The preparation method comprises the step of preparing the 1-mercaptomethylcyclopropyl acetic acid with 1,4-butanediol as a starting raw material which is cheap, low in toxicity and easy to obtain as a starting raw material through reactions such as etherification or esterification, oxidization, corey-chaykovsky or simmons-smith, reduction, substitution, deprotection and the like. The preparation method provided by the invention has the technical characteristics of simple and convenient operation, easy purification of product, high yield, and suitability for industrial large production.

Stereoselective synthesis of the non-lactonic portion of (Z)-cryptofolione and approaches towards its conversion to (Z)-cryptofolione

The stereoselective synthesis of the non-lactonic part of the natural G2 checkpoint inhibitor, (Z)-cryptofolione, has been accomplished. Butane-1,4-diol was used as the starting material, and the stereogenic centers were generated through L-proline-catalyzed α-aminoxylation and Maruoka asymmetric allylation. We attempted to convert this non-lactonic moiety to (Z)-cryptofolione via olefin cross-metathesis reaction, but by this approach another naturally occurring lactonic compound, goniothalamin, was obtained.

Enantioselective Hydroformylation of 1-Alkenes with Commercial Ph-BPE Ligand

A rhodium complex, in conjunction with commercially available Ph-BPE ligand, catalyzes the branch-selective asymmetric hydroformylation of 1-alkenes and rapidly generates α-chiral aldehydes. A wide range of terminal olefins including 1-dodecene were examined, and all delivered high enantioselectivity (up to 98:2 er) as well as good branch:linear ratios (up to 15:1). (Chemical Equation Presented).

Asymmetric synthesis of the tricyclic core of calyciphylline A-type alkaloids via intramolecular [3 + 2] cycloaddition

Asymmetric synthesis of the [5-6-7] tricyclic system common to the Calyciphylline A-type alkaloids is reported, featuring Overman rearrangement, Heck cyclization, intramolecular [3 + 2] cycloaddition, diastereoselective hydrogenation, and Claisen rearrangement as strategic events. The approach is capable of installing the crucial carbonyl functionality as well as multiple stereogenic centers within a congested polycyclic ring skeleton.

Asymmetric synthesis of naturally occurring nonenolide xyolide through cross metathesis and macrolactonization reaction

Asymmetric total synthesis of xyolide, a small ring macrolide is presented in this article. The synthesis is achieved through an 'E' selective cross metathesis (CM) reaction between two appropriate fragments followed by lactonization by Shiina method. One of the fragments containing 7S,8S,9R stereocenters of xyolide is accessed from n-nonanal by adopting an organocatalytic asymmetric α-aminooxylation, Z-selective Ando olefination, and substrate directed dihydroxylation reaction. The other fragments containing 4S stereocenter was prepared by ME-DKR (metal enzyme combined dynamic kinetic resolution) method.

Formal synthesis of amphidinin B

An efficient, convergent, and highly stereoselective formal synthesis of amphidinin B (1) is reported herein. In Amphidinin B both C10-C21 (4) and C1-C9 (5) fragments were derived from geraniol 6 and mono-PMB ether of 1,4-butane diol 7 in 19 and 9 steps, respectively. The key steps involved in this synthesis are Sharpless asymmetric epoxidation, Evans aldol, Julia olefination, oxa-Michael, Keck allylation, Mannich reaction, Evans asymmetric alkylation, and Yamaguchi esterification.