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Chemical Structure| 71630-31-4 Chemical Structure| 71630-31-4

Structure of Boc-D-Ser-OtBu
CAS No.: 71630-31-4

Chemical Structure| 71630-31-4

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Product Details of [ 71630-31-4 ]

CAS No. :71630-31-4
Formula : C12H23NO5
M.W : 261.31
SMILES Code : O=C([C@@H](CO)NC(=O)OC(C)(C)C)OC(C)(C)C
MDL No. :MFCD29077539
InChI Key :NSNZHQVMWJPBPI-MRVPVSSYSA-N
Pubchem ID :56623919

Safety of [ 71630-31-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 71630-31-4 ]

* 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 [ 71630-31-4 ]

[ 71630-31-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 42017-89-0 ]
  • [ 71630-31-4 ]
  • [ 852056-04-3 ]
YieldReaction ConditionsOperation in experiment
87% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃; for 20h; To a mixture of <strong>[42017-89-0]fenofibric acid</strong> (11.6 g, 36.3 mmol), N-carbobenzyloxy-L-serine t-butyl ester (Boc-Ser-OtBu, 8.62 g, 33.0 mmol), EDC (7. 59 g, 39.6 mmol), and DMAP (484 mg, 3.96 mmol) cooled in an ice-water bath was added anhydrous dichloromethane (150 mL) dropwise. After the addition was complete, the ice bath was removed and the reaction mixture was stirred under an argon atmosphere at room temperature for 20 hours. After 20 hours, the additional dichloromethane (200 mL) was added and the solution was washed with water (2x200 mL) and brine (200 mL). After drying over sodium sulfate and filtration, the solution was concentrated under reduced pressure. The remaining yellow oil (21.2 g) was purified by column chromatography on silica gel (400 g, 0.035-0. 070 mm, 6 nm pore diameter), eluting with heptane/ethyl acetate (3: 1). After concentration of the product-containing fractions under reduced pressure and drying under high vacuum until the weight was constant, the experiment produced the protected L-serine-<strong>[42017-89-0]fenofibric acid</strong> ester SPIB0020101 (16.2 g, 87% yield) as a light yellow oil. 'H NMR (300 MHz, CDC13) : 8 = 7.75 (2H, d, J= 9. 0 Hz), 7.72 (2H, d, J= 9. 0 Hz), 7.45 (2H, d, J= 8. 7 Hz), 6.86 (2H, d, J= 8. 7 Hz), 5.04 (1H, d, J= 6. 9 Hz), 4.55-4. 42 (3H, m), 1.66 (3H, s), 1.65 (3H, s), 1.43 (9H, s), 1.39 (9H, s). 3C NMR (75 MHz, CDC13) : 8 = 193. 92,172. 99,168. 07,159. 24,154. 87, 138. 24, 136.19, 131.94, 131.06, 130.40, 128.41, 117.26, 82.88, 80.13, 79.24, 65.44, 53.44, 28.27, 27.92, 25.70, 25.30.
 

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