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Chemical Structure| 38017-75-3 Chemical Structure| 38017-75-3

Structure of 38017-75-3

Chemical Structure| 38017-75-3

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Product Details of [ 38017-75-3 ]

CAS No. :38017-75-3
Formula : C16H28N2O5
M.W : 328.40
SMILES Code : O=C(OC)[C@H]1N(C([C@H](C(C)C)NC(OC(C)(C)C)=O)=O)CCC1

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Application In Synthesis of [ 38017-75-3 ]

* 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 [ 38017-75-3 ]

[ 38017-75-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 38017-75-3 ]
  • [ 23361-28-6 ]
YieldReaction ConditionsOperation in experiment
90% With lithium hydroxide monohydrate; In tetrahydrofuran; at 25℃; for 2h; Compound 2 was produced by alkaline hydrolysis of 1 using a modified literature procedure. 31 1 (1.372 g, 4.18 mmol) was dissolved in a 3:1 mixture of tetrahydrofuran (THF) and water (60 mL + 20 mL respectively). LiOH.H2O (0.878 g, 20.89 mmol) was added and the reaction mixture was stirred for 2 h at room temperature. The reaction was quenched by acidification with 50 mL 0.5 M HCl, and the mixture was extracted with EtOAc (4 * 60 mL). The combined organic fraction was washed with brine (1 * 100 mL), dried over anhydrous MgSO4 and the solvents evaporated under reduced pressure to yield a white solid (1.186 g, 90%). 1H NMR (400 MHz, CDCl3) δ 9.37 (br s, 1H, carboxylic acid proton), 5.46 (d, J = 9.4 Hz, 1H, -NH), 4.55 (dd, J = 8.1, 4.8 Hz, 1H, 1 * Pro-αH), 4.26 (dd, J = 9.4, 6.8 Hz, 1H, 1 * Val-αH), 3.83-3.59 (m, 2H, 2 * Pro-δH), 2.25-1.86 (m, 5H, 2 * Pro-βH, 2 * Pro-γH and 1 * Val-βH), 1.40 (s, 9H, tButyl), 0.98 (d, J = 6.7 Hz, 3H, 3 * Val-γH), 0.91 (d, J = 6.7 Hz, 3H, 3 * Val-γH). 13C NMR (101 MHz, CDCl3) δ 174.5, 172.4, 155.9, 79.6, 59.1, 57.0, 47.5, 31.2, 28.5, 28.3, 24.8, 19.2, 17.6. ESI-MS (m/z): calcd for C15H26N2NaO5 (M + Na) m/z 337.1739 found 337.1734.
 

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