328239-96-9

Basic information

• Product Name: 1-Cyclopentene-1-carboxylicacid,5-hydroxy-,methylester(9CI)
• Synonyms: 1-Cyclopentene-1-carboxylicacid,5-hydroxy-,methylester(9CI)
• CAS NO: 328239-96-9
• Molecular Formula: C₇H₁₀O₃
• Molecular Weight: 142.15
• Product Categories: CARBOXYLICESTER
• Mol File: 328239-96-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Cyclopentene-1-carboxylicacid,5-hydroxy-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopentene-1-carboxylicacid,5-hydroxy-,methylester(9CI)(328239-96-9)
• EPA Substance Registry System: 1-Cyclopentene-1-carboxylicacid,5-hydroxy-,methylester(9CI)(328239-96-9)

Safety Data

• Hazardous Substances Data: 328239-96-9(Hazardous Substances Data)

Upstream product

• 638-37-9 butanedial 
• 1067-74-9 Methyl diethylphosphonoacetate 
• 190852-13-2 3-hydroxy-2-methylenehept-6-enoic acid methyl ester 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 5927-18-4 trimethyl phosphonoacetate 

Downstream Products

• 182683-05-2 5-(tert-butyl-diphenyl-silanyloxy)-cyclopent-1-enecarboxylic acid ethyl ester 
• 1448055-26-2 methyl (S,S,S)-2-amino-5-phenylcyclopentane-1-carboxylate 
• 1448055-28-4 (S,S,S)-2-amino-5-phenylcyclopentane-1-carboxylic acid 
• 1596360-03-0 (1S,2S,5R)-2-amino-5-isopropylcyclopentane-1-carboxylic acid 
• 864371-50-6 5-phenylcyclopent-1-ene-1-carboxylic methyl ester 
• 182683-23-4 (anti,syn) 2-hydroxy-5-methyl-cyclopentanecarboxylic acid methyl ester 
• 182683-20-1 methyl 5-isopropyl-cyclopentene-1-carboxylate 

Relevant articles and documents

Synthesis of azapolycyclic systems via the intramolecular [4 + 2] cycloaddition chemistry of 2-(alkylthio)-5-amidofurans.

A series of 2-(methylthio)-5-amidofurans containing tethered unsaturation were prepared via the reaction of dimethyl(methylthio)sulfonium tetrafluoroborate (DMTSF) with beta-alkoxy-gamma-dithiane amides 13-16 and 27-32 in 40-70% yield. Thermolysis of these furans resulted in an intramolecular Diels-Alder reaction (IMDAF). With the exception of 45 and 46, the oxa-bridged cycloadducts could not be isolated but immediately underwent a 1,2-methylthio shift to form bicyclic lactams in 60-100% yield. It was determined that incorporation of the amido carbonyl in the tether allowed the IMDAF reaction to proceed at a lower temperature. A dramatic example of this is seen in the IMDAF reaction of furan 35, in which the presence of an amido carbonyl as part of the dienophile tether, as opposed to the annealed ring (66) or the lack of a carbonyl (67), was necessary for the cycloaddition to occur. Furan 37, annealed to an azepine ring, underwent the IMDAF reaction at or below room temperature. To identify structural features that promote the IMDAF reaction, a computational study was undertaken. Ground-state and transition-state energies were calculated for furans 17, 33, 37, and 64 using the Becke 3LYP/6-31G model. The theoretical results were in good agreement with those observed. The results indicate that the incorporation of an amide carbonyl as part of the tether system works to place the dienophile in closer proximity to the furan ring, thereby lowering the activation energy needed to reach the transition state.

CONDENSED ISOXAZOLINE DERIVATIVES AND THEIR USE AS HERBICIDES

The invention relates to compounds of formula (I), and their use as herbicides. In said formula, R1 to R6 represent groups such as hydrogen, halo-gen or organic groups such as alkyl, alkenyl, alkynyl, or alkoxy; W is a bicyclic heterocycle; X is a bond or a divalent unit; Y is hydrogen, cyano, hydroxyl or a linear or cyclic organic group. The invention further refers to a composition comprising such compound and to the use thereof for controlling unwanted vegetation.

The asymmetric synthesis of enantiopure C(5)-substituted transpentacins via diastereoselective conjugate additions to a β′-amino-α,β-unsaturated ester

The asymmetric synthesis of a range of 1,2-anti-1,5-syn-transpentacins, bearing either alkyl, phenyl or hydroxymethyl substituents at the C(5)-position, has been achieved using the diastereoselective conjugate additions of Grignard reagents to an enantiopure β′-amino-α,β-unsaturated ester as the key step. In addition, the doubly diastereoselective conjugate addition of an enantiopure lithium amide reagent to the β′-amino-α,β-unsaturated ester provided access to the corresponding β,β′-diamino ester, which was subsequently converted to both (S,S)-(2,5-diaminocyclopent-1-yl)methanol and (S,S)-2,5-diaminocyclopentane-1-carboxylic acid. In each case, the final enantiopure products were obtained as single diastereoisomers (>99:1 dr) in good yields over five steps or fewer from commercially available starting materials.

Intramolecular Morita-Baylis-Hillman adducts via sequential MBH and ring-closing-metathesis reactions

Using a tandem Morita-Baylis-Hillman (MBH) and ring-closing-metathesis (RCM) sequence, an alternative high yielding method for the construction of intramolecular Morita-Baylis-Hillman (IMBH) mono- and bicyclic functionalized cycloalkenols is reported.

Synthesis and metathesis reactions of a phosphine-free dihydroimidazole carbene ruthenium complex

Synthesis and activity in ring closure metathesis (RCM) and cross metathesis (CM) of the phosphine-free 1,3-dimesityl-4,5-dihydroimidazole-2-ylidene (IHMes) ruthenium alkoxybenzylidene complex 6 are reported. (C) 2000 Elsevier Science Ltd.