213978-61-1

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
(R)-4-(4-Methoxybenzyloxy)-1,2-butanediol is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and functional groups make it a valuable building block in the development of new drugs.
Used in Organic Synthesis:
(R)-4-(4-Methoxybenzyloxy)-1,2-butanediol is used as a reagent in organic synthesis, allowing for the formation of various complex organic molecules. Its versatility and stability make it a useful component in the synthesis of a wide range of compounds.
Used in Medicinal Chemistry:
(R)-4-(4-Methoxybenzyloxy)-1,2-butanediol is used as a key component in the design and synthesis of new pharmaceutical agents. Its structural properties and potential biological activities make it a promising candidate for the development of novel therapeutic agents.
Used in Chemical Research:
(R)-4-(4-Methoxybenzyloxy)-1,2-butanediol is used as a research tool in the study of chemical reactions and mechanisms. Its unique structure allows for the investigation of various chemical processes and the development of new synthetic methods.

InChI:InChI=1/C12H18O4/c1-15-12-4-2-10(3-5-12)9-16-7-6-11(14)8-13/h2-5,11,13-14H,6-9H2,1H3/t11-/m1/s1

Upstream product

• 824-94-2 p-methoxybenzyl chloride 
• 142860-84-2 4-(p-methoxybenzyloxy)-1,2-epoxybutane 
• 2746-25-0 p-Methoxybenzyl bromide 
• 142860-83-1 1-(4-methoxybenzyloxy)-3-butene 
• 119649-27-3 4-((4-methoxybenzyl)oxy)butanal 
• 213978-60-0 (4R)-4-[2'-(4-methoxybenzyloxy)-ethyl]-2,2-dimethyl-[1,3]-dioxolane 

Downstream Products

• 213978-62-2 (2R)-1-(tert-butyldiphenylsilanyloxy)-4-(4-methoxybenzyloxy)-butan-2-ol 
• 195257-62-6 (R)-2-(2-((4-methoxybenzyl)oxy)ethyl)oxirane 
• 1227373-89-8 (R)-1-(2-((2S,4S)-2,4,5-tris(tert-butyldimethylsilyloxy)pentyl)-1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-ol 
• 1227374-11-9 (3R,7S,9S)-1-(4-methoxybenzyloxy)-7,9,10-tris(tert-butyldimethylsilyloxy)-3-hydroxy-decan-5-one 
• 1227373-90-1 1-(((3R,5S,7R,9S)-3,5,7,9,10-pentakis(tert-butyldimethylsilyloxy)decyloxy)methyl)-4-methoxybenzene 
• 1227374-12-0 (2S,4R,6S,8R)-10-(4-methoxybenzyloxy)-2,4,6,8-tetrakis(tert-butyldimethylsilyloxy)decan-1-ol 
• 1227373-79-6 (2S,4R,6S,8R)-10-(4-methoxybenzyloxy)-2,4,6,8-tetrakis(tert-butyldimethylsilyloxy)decan-1-al 
• 1437789-15-5 (5R,9S)-7,7-diisopropyl-1-(4-methoxyphenyl)-5,9-divinyl-2,6,8-trioxa-7-silatridecane 
• 213978-45-1 (2R)-tert-butyl-[2-methoxy-4-(4-methoxybenzyloxy)-butoxy]-diphenylsilane 

Relevant academic research and scientific papers

Total synthesis, biological evaluation of dendrodolides A–D and their analogues

A concise total synthesis of dendrodolides A–D (1–4) has been accomplished in 10 steps from commercially available (R)-propylene oxide and 3-buten-1-ol as starting materials. The key steps involved in the synthesis are Jacobsen hydrolytic kinetic resolution, epoxide ring opening with 2-allyl-1, 3-dithiane, Yamaguchi esterification and ring-closing metathesis (RCM). In addition, a series of ester derivatives were prepared utilizing Yamaguchi esterification at the C-3 position of the dendrodolide core and screened for their efficacy against cancer cell lines.

Total synthesis of umuravumbolide and hyptolide through silicon-tethered ring-closing metathesis

The total synthesis of umuravumbolide and hyptolide has been achieved in a efficient manner by using temporary silicon-tethered ring-closing metathesis and cross-coupling reactions as key steps. The stereogenic centres were generated by means of proline-catalysed α-aminoxylation of aldehydes and Brown's asymmetric allylation method. An efficient total synthesis of umuravumbolide and hyptolide has been achieved by using temporary silicon-tethered ring-closing metathesis. The stereogenic centres were generated by using asymmetric allyl boration and proline-catalysed α-aminoxylation with high degrees of enantioselectivity. Copyright

C(21)-C(40) of tetrafibricin via metal catalysis: Beyond stoichiometric chiral reagents, auxiliaries, and premetalated nucleophiles

Chemical equations presented. The C(21)-C(40) fragment of fibrinogen receptor inhibitor tetrafibricin was prepared in 12 steps from propane diol (longest linear sequence). In this approach, 6 C-C bonds are formed via asymmetric iridium catalyzed transfer

Pheromone synthesis. Part 244: Synthesis of the racemate and enantiomers of (11Z,19Z)-CH503 (3-acetoxy-11,19-octacosadien-1-ol), a new sex pheromone of male Drosophila melanogaster to show its (S)-isomer and racemate as bioactive

The enantiomers of (11Z,19Z)-3-acetoxy-11,19-octacosadien-1-ol were synthesized from the enantiomers of 3,4-epoxy-1-butanol PMB ether. Its racemate was also synthesized. Its (S)-isomer and racemate were shown to possess the same pheromone activity as CH503, a long-lived inhibitor of male courtship in Drosophila melanogaster, although the racemate was less active.

Synthesis of the C(18)-C(34) fragment of amphidinolide C and the C(18)-C(29) fragment of amphidinolide F

A convergent synthesis of the C(18)-C(34) fragment of amphidinolide C and the C(18)-C(29) fragment of amphidinolide F is reported. The approach involves the synthesis of the common intermediate tetrahydrofuranyl-β- ketophosphonate via cross metathesis, Pd

Fluorous mixture synthesis of four stereoisomers of the C21-C40 fragment of tetrafibricin

Four stereoisomers of the C21-C40 fragment are synthesized in a single exercise with the aid of fluorous tagging to encode configurations at C37 and C33. After demixing and detagging, the isomers were found to have substantially identical 1H NM

Total synthesis of (+)-phorboxazole A, a potent cytostatic agent from the sponge Phorbas sp.

A convergent total synthesis of phorboxazole A (1a), from the C(3-19), C(20-27) and C(33-46) fragments 5, 4 and 91, respectively, concentrating on stereocontrolled formation of the bonds at C(2-3), C(19-20) and C(27-28), is described. Although a coupling reaction between a macrolide ketone and the side chain substituted sulfone, at C(27-28) was not successful, a Wadsworth-Emmons olefination involving the oxane methyl ketone 4 and an oxazole produced the oxane 90 which was next coupled to 91 leading to the C(20-46) unit 100. A further coupling of 100 to 71c at C(19-20) then led to 105, ultimately, and the synthesis was completed by a macrocyclisation reaction from 105, at the C(2-3) alkene bond, followed by deprotection of 106.

Synthetic studies towards phorboxazole A. A convergent synthesis of the C31-C46 polyene oxane-hemiacetal side chain

A convergent and stereoselective synthesis of the C31-C46 side chain unit in the marine natural product phorboxazole A, which accommodates five asymmetric centres, three carbon-to-carbon double bonds and an oxane- hemiacetal unit, is described.