Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 24922-00-7 | MDL No. : | MFCD06410650 |
Formula : | C10H16O3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | MUDKQMLLCRJCEY-UHFFFAOYSA-N |
M.W : | 184.23 | Pubchem ID : | 11159709 |
Synonyms : |
|
Num. heavy atoms : | 13 |
Num. arom. heavy atoms : | 0 |
Fraction Csp3 : | 0.8 |
Num. rotatable bonds : | 5 |
Num. H-bond acceptors : | 3.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 49.55 |
TPSA : | 43.37 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.09 cm/s |
Log Po/w (iLOGP) : | 2.11 |
Log Po/w (XLOGP3) : | 1.88 |
Log Po/w (WLOGP) : | 1.7 |
Log Po/w (MLOGP) : | 1.2 |
Log Po/w (SILICOS-IT) : | 2.11 |
Consensus Log Po/w : | 1.8 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -1.84 |
Solubility : | 2.68 mg/ml ; 0.0146 mol/l |
Class : | Very soluble |
Log S (Ali) : | -2.41 |
Solubility : | 0.712 mg/ml ; 0.00387 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -1.87 |
Solubility : | 2.47 mg/ml ; 0.0134 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 2.05 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H227-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | Stage #1: With [2,2]bipyridinyl; n-butyllithium In hexanes at -65 - -55℃; Stage #2: at 20℃; |
6a) Ethyl 3-cyclopentyl-3-oxopropanoate To a solution of monoethyl malonate (13.6 mL, 115 mmol) and a few milligrams of 2,2'-bipyridyl at between -55 and -65° C. was slowly added a 2.4 M solution of n-butyl lithium in hexanes (92.0 mL, 230 mmol). After the addition was complete, cyclopentanecarbonyl chloride (7.0 mL, 58 mmol) was added in portions. The solution was then allowed to stir while warming to ambient temperature and was poured into a mix of 1 N aqueous hydrochloric acid and ether. The layers were separated and the ether layer was washed three times with saturated sodium bicarbonate, dried over magnesium sulfate, concentrated and purified by chromatography (silica gel, 0-5percent ethyl acetate in hexanes gradient elution) to afford ethyl 3-cyclopentyl-3-oxopropanoate (9.50 g, 89percent). 1H-NMR (400 MHz, DMSO-d6) δ 4.06 (q, J=7 Hz, 2H), 3.60 (s, 2H), 2.99-2.91 (m, 1H), 1.78-1.47 (m, 8H), 1.15 (t, J=7 Hz, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
77% | With triethylamine; magnesium chloride In acetonitrile at 0℃; for 4 h; | Potassium monoethyl malonate (20 g, 118 mmol, 2.05 equiv.) is dispersed in anhydrous acetonitrile (200 ml) and magnesium chloride (13.64 g, 143 mmol, 2.5 equiv.) and triethylamine (18.38 ml, 132 mmol, 2.3 equiv.) are added at O °C. After 10 min, cyclopentanecarbonyl chloride (6.97 ml, 57.3 mmol) is added and the orange suspension is stirred at 0 0C. After 4 h, the reaction mixture is concentrated in vacuo and the residue is partitioned between DCM and aqueous 0.5 M KHSO4 solution. The organic layer is washed with aqueous 0.5 M KHSO4 solution and brine, dried over Na2SO4 and concentrated to dryness to afford a brown oil. The oily residue is purified by flash column chromatography (3-30percent EtOAc in heptane) to give 8.12 g (77percent) of the product as an orange oil. 1H-NMR (400 MHz, CDCI3): δ (ppm) 1.28 (3H, t), 1.54-1.73 (4H, m), 1.73-1.90 (4H, m), 2.95-3.04 (1 H, m), 3.49 (2H, s), 4.20 (2H, q). |
[ 611-10-9 ]
Ethyl 2-oxocyclopentanecarboxylate
Similarity: 0.97
[ 24922-02-9 ]
Ethyl 3-cyclopropyl-3-oxopropanoate
Similarity: 0.94
[ 20826-94-2 ]
Ethyl 2-(2-oxocyclopentyl)acetate
Similarity: 0.94
[ 180573-13-1 ]
Diethyl 3-oxocyclopentane-1,1-dicarboxylate
Similarity: 0.91
[ 1655-07-8 ]
Ethyl 2-oxocyclohexanecarboxylate
Similarity: 0.91
[ 611-10-9 ]
Ethyl 2-oxocyclopentanecarboxylate
Similarity: 0.97
[ 7152-15-0 ]
Ethyl 4-methyl-3-oxopentanoate
Similarity: 0.97
[ 24922-02-9 ]
Ethyl 3-cyclopropyl-3-oxopropanoate
Similarity: 0.94
[ 611-10-9 ]
Ethyl 2-oxocyclopentanecarboxylate
Similarity: 0.97
[ 7152-15-0 ]
Ethyl 4-methyl-3-oxopentanoate
Similarity: 0.97
[ 24922-02-9 ]
Ethyl 3-cyclopropyl-3-oxopropanoate
Similarity: 0.94