Home Cart Sign in  
Chemical Structure| 135722-55-3 Chemical Structure| 135722-55-3

Structure of 135722-55-3

Chemical Structure| 135722-55-3

*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 [ 135722-55-3 ]

CAS No. :135722-55-3
Formula : C15H25NO6
M.W : 315.37
SMILES Code : CCOC(C(NC(OC(C)(C)C)=O)(C(OCC)=O)CC=C)=O
MDL No. :MFCD11616709

Safety of [ 135722-55-3 ]

Application In Synthesis of [ 135722-55-3 ]

* 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 [ 135722-55-3 ]

[ 135722-55-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 102831-44-7 ]
  • [ 106-95-6 ]
  • [ 135722-55-3 ]
YieldReaction ConditionsOperation in experiment
78% To a solution of diethyl 2-(N-(tert-butoxycarbonyl)amino)malonate 3 (12.6 g, 46 mmol in THF (150 mL) was added NaH (3.68 g, 92 mmol) slowly at 0 oC,then the reaction mixture was heated to 80 oC. Allybromide (6.6 g, 55 mmol) was added dropwise. The reaction mixture was stirred at 80 oC for 2 h, then cooled to rt, quenched with sat. NH4Cl (100 mL) and extracted with EtOAc (100 mL x 2). The combined organic layer was washed with brine, dried over Na2SO4, filtered and concentrated, the residue was purified by flash clomun chromatography on silica gel eluting with 10%-20% EtOAc in PE to give the pure product (11.3 g, 78%) as a colorless oil. 1HNMR (400 MHz, CD3OD) δ: 5.72 - 5.61 (m, 1H), 5.17 - 5.08 (m,2H), 4.31 - 4.17 (m, 4H), 2.97 (d, J = 7.4 Hz, 2H), 1.46 (s, 9H), 1.31 -1.20 (m, 6H). MS (ESI): m/z = 316 [M+H]+. To the solution of above product (12.6 g, 36 mmol) in CH2Cl2(75 mL) was added TFA (25 mL) at 0 oC. After being stirred at rt for 1h, the solvent was removed under reduced pressure. The residue was dissolved in EtOAc (100 mL), washed with sat. NaHCO3 (100 mL) and brine (100 mL), the organic layer was dried over Na2SO4, filtered and concentrated to give the crude amine (7.35 g, 95%) as a colorless oil. 1H NMR (400 MHz, DMSO-d6) δ: 5.80 - 5.65 (m, 1H), 5.17 - 5.03 (m, 2H), 4.19 -4.04 (m, 4H), 2.55 (d, J =7.3 Hz, 2H), 2.19 (br, 2H), 1.16 (t, J = 7.1 Hz, 6H). MS (ESI): m/z = 216 [M+H]+. To a solution of above crude amine (7.35 g, 34 mmol) and K2CO3 (9.38 g, 68 mmol) in MeCN (50 mL) was added benzylbromide (7.0 g, 41 mmol) slowly at 0 oC,then the reaction mixture was stirred at 80 oC for 16h. The reaction mixture was cooled to rt, quenched with sat. NH4Cl (100 mL) and extracted with EtOAc (100 mL x 2). The combined organic layer was washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash cloumn chromatogrphy on silica gel eluting with 10%-30% EtOAc in PE to afford compound 4 (7.7 g, 75%) as a colorless oil. 1HNMR (400 MHz, DMSO-d6) δ: 7.31 (m, 4H), 7.28 - 7.19 (m, 1H), 5.79 - 5.70 (m, 1H), 5.17 - 5.01 (m, 2H), 4.13 (q, J = 7.1 Hz,4H), 3.62 (d, J = 7.3Hz, 2H), 2.70 (d, J = 7.2Hz, 2H), 2.56 (t, J = 7.2Hz, 1H), 1.17 (t, J = 7.1Hz, 6H). MS (ESI): m/z = 306 [M+H]+.
 

Historical Records