Home Cart Sign in  
Chemical Structure| 14565-47-0 Chemical Structure| 14565-47-0
Chemical Structure| 14565-47-0

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of 2,5-Dioxopyrrolidin-1-yl dodecanoate

CAS No. :14565-47-0
Formula : C16H27NO4
M.W : 297.39
SMILES Code : CCCCCCCCCCCC(ON1C(CCC1=O)=O)=O
MDL No. :MFCD00050401
Boiling Point : No data available
InChI Key :LRKGVVJOUNKTGG-UHFFFAOYSA-N
Pubchem ID :2802515

Safety of 2,5-Dioxopyrrolidin-1-yl dodecanoate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 2,5-Dioxopyrrolidin-1-yl dodecanoate

* 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.

  • Downstream synthetic route of [ 14565-47-0 ]

[ 14565-47-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 14565-47-0 ]
  • [ 29390-67-8 ]
  • [ 145274-98-2 ]
  • 2
  • [ 14565-47-0 ]
  • [ 4089-07-0 ]
  • [ 113535-14-1 ]
YieldReaction ConditionsOperation in experiment
96% Lauric acid (12.0 g, 60 mmol) dissolved in dry ethyl acetate (100 mL) was added to a solution of N-hydroxysuccinimide (NHS) (6.9 g, 60 mmol) and N,N?-dicyclohexylcarbodiimide (DCC) (12.4 g, 60 mmol) in dry ethyl acetate (300 mL). The reaction mixture was left overnight at room temperature. Dicyclohexylurea (DCU) was removed by filtration and the filtrate was evaporated under reduced pressure to yield white crystals (17.4 g, 95 percent yield). Recrystallization from ethanol yielded 16.6g of pure dodecanoic acid 2,5-dioxo-pyrrolidine-1-yl ester. Tyrosine ethyl ester hydrochloride (TEEH) (12.6 g, 51 mmol) was dissolved in dry chloroform (300 mL) and neutralized by addition of triethylamine (TEA) (10 mL). To this solution was added dry dodecanoic acid 2,5-dioxo-pyrrolidine-1-yl ester (15.2 g, 51 mmol) and the reaction mixture was stirred for 24 h at room temperature. Solvent was evaporated under reduced pressure. Residue was dissolved in methylene chloride (300 mL) and the solution was washed with aqueous citric acid solution. Organic solvent layer was separated, dried over MgSO4 and then evaporated to dryness to obtain the white crystalline solid, the tyrosine-lauramide conjugate (Tyr-Lau), which was further purified by silica column chromatography (EtOAc/n-Hexane 2:3). Yield: 96 percent. M.P.: 69 oC. Rf (EtOAc/n-Hexane 2:3): 0.43; 1H NMR (CDCl3, 500 MHz) 0.87 (t, J = 7.0 Hz, 3 H), 1.25 (br s, 19 H), 1.55-1.57 (m, 2 H), 2.17 (t, J = 7.5 Hz, 2 H), 3.02 (dddd, J =5.5, 5.5, 6.0, 6.0 Hz, 2H), 4.17 (q, J = 6.7 Hz, 2 H), 4.84 (q, J = 6.5 Hz, 1 H), 6.09 (d, J = 8.0 Hz, 1 H), 6.73 (d, J = 8.5 Hz, 2 H), 6.93 (d, J = 8.0 Hz, 2 H), 7.48 (br s, 1 H); ESI-MS calculated for C23H37NO4Na [M+Na]: 414.2620. Found: 414.2661.
 

Historical Records

Technical Information

Categories