101511-34-6

Basic information

• Product Name: methyl 4-hydroxy-3-(3-methylbut-2-enyl)benzoate
• Synonyms: methyl 4-hydroxy-3-(3-methylbut-2-enyl)benzoate;methyl 4-hydroxy-3-(3'-methyl-2'-butenyl)benzoate
• CAS NO: 101511-34-6
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 0
• Mol File: 101511-34-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 347.1°Cat760mmHg
• Flash Point: 143.9°C
• Appearance: /
• Density: 1.093g/cm³
• Vapor Pressure: 2.75E-05mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: methyl 4-hydroxy-3-(3-methylbut-2-enyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-hydroxy-3-(3-methylbut-2-enyl)benzoate(101511-34-6)
• EPA Substance Registry System: methyl 4-hydroxy-3-(3-methylbut-2-enyl)benzoate(101511-34-6)

Safety Data

• Hazardous Substances Data: 101511-34-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H16O3/c1-9(2)4-5-10-8-11(13(15)16-3)6-7-12(10)14/h4,6-8,14H,5H2,1-3H3

Upstream product

• 99-96-7 4-hydroxy-benzoic acid 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 870-63-3 prenyl bromide 
• 5026-62-0 sodium methylparaben 
• 118585-44-7 methyl 4-(1,1-dimethyl-2-propynyloxy)benzoate 
• 137553-26-5 3-prenyl-4-hydroxybenzoic acid senecioate methylester 

Downstream Products

• 135743-14-5 methyl (E)-3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxy-5-(3-methylbut-2-en-1-yl)benzoate 
• 135743-12-3 (E)-3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxy-5-(3-methylbut-2-en-1-yl)benzoic acid 
• 107743-98-6 4-methoxy-3-(3'-methyl-2'-butenyl)-benzoic acid 
• 1138-41-6 4-hydroxy-3-prenylbenzoic acid 

Relevant articles and documents

Antibacterial Prenylated p-Hydroxybenzoic Acid Derivatives from Oberonia myosurus and Identification of Putative Prenyltransferases

Twelve hitherto unknown tandem prenylated p-hydroxybenzoic acid derivatives, namely, oberoniamyosurusins A-L, together with five known derivatives, were isolated from an EtOH extract of the whole parts of the plant Oberonia myosurus. Compounds 10, 13, and 17 exhibited moderate inhibitory activity against Staphylococcus aureus subsp. aureus ATCC29213 with MIC50 values ranging from 7.6 to 23 μg/mL. To determine the biosynthetic pathway of this class of tandem prenyl-substituted compounds, the full-length transcriptome of O. myosurus was sequenced, yielding 19.09 Gb of clean data and 10 949 nonredundant sequences. Two isoforms of p-hydroxybenzoic acid prenyltransferases were annotated and functionally characterized as the enzymes that might be involved in the biosynthesis of nervogenic acid (13) in Pichia pastoris.

KAURANE SUCCINATES AND PRENYLATED AROMATICS FROM ODIXIA ANGUSTA AND OZOTHAMNUS OBCORDATUS

The aerial parts of Odixia angusta afforded five ent-kaurane succinates and a nor-derivative as well as diprenyl p-coumarate and a hemiacetal derived from the latter.Ozothamnus obcordatus gave five prenylated p-hydroxybenzoic acids probably formed by oxidative cleavage of the coumarates.The structures were elucidated by high field NMR techniques.Key Word Index - Odixia angusta; Ozothamnus obcordatus; Compositae; diterpene; kauranes; nor-kaurane; prenylated coumaric acids.

Natural product-like combinatorial libraries based on privileged structures. 1. General principles and solid-phase synthesis of benzopyrans

Herein we report a novel strategy for the design and construction of natural and natural product-like libraries based on the principle of privileged structures, a term originally introduced to describe structural motifs capable of interacting with a variety of unrelated molecular targets. The identification of such privileged structures in natural products is discussed, and subsequently the 2,2-dimethylbenzopyran moiety is selected as an inaugural template for the construction of natural product-like libraries via this strategy. Initially, a novel solid-phase synthesis of the benzopyran motif is developed employing a unique cycloloading strategy that relies on the use of a new, polystyrene-based selenenyl bromide resin. Once the loading, elaboration, and cleavage of these benzopyrans was established, this new solid-phase method was then thoroughly validated through the construction of six focused combinatorial libraries designed around natural and designed molecules of recent biological interest.