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Chemical Structure| 848260-89-9 Chemical Structure| 848260-89-9

Structure of 848260-89-9

Chemical Structure| 848260-89-9

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Product Details of [ 848260-89-9 ]

CAS No. :848260-89-9
Formula : C24H24N2O4
M.W : 404.46
SMILES Code : OC1=CC=CC(CN(C2=NC3=CC=CC=C3O2)CCCOC4=CC=C(OC)C=C4)=C1
MDL No. :MFCD35133306

Safety of [ 848260-89-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 848260-89-9 ]

* 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 [ 848260-89-9 ]

[ 848260-89-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 848260-89-9 ]
  • [ 52079-23-9 ]
  • [ 916515-10-1 ]
YieldReaction ConditionsOperation in experiment
92% With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In toluene; at 0 - 40℃; for 48h;Product distribution / selectivity; Example 2 Synthesis of (R)-2-{3-[N-(benzoxazole-2-yl)-N-(3-(4-methoxyphenoxy)propyl)aminomethyl]phenyloxy}butyrolactone (Compound (3)) In an argon atmosphere, N-(benzoxazole-2-yl)-N-(3-(4-methoxyphenoxy)propyl)-3-hydroxybenzylamine (2.0 g), (S)-2-hydroxybutyrolactone (1.0 g), and triphenylphosphine (2.6 g) were dissolved in toluene (30 mL), and a solution of di-tert-butyl azodicarboxylate (2.3 g) in toluene (10 mL) was dropwise to the solution at 0C, followed by stirring for 24 hours at 40C. Subsequently, triphenylphosphine (1.3 g) and di-tert-butyl azodicarboxylate (1.1 g) were added to the mixture at 40C, followed by stirring for 24 hours at the same temperature. The reaction mixture was returned to room temperature. Water was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine. The washed mixture was dried over sodium sulfate anhydrate. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified through silica gel column chromatography (n-hexane/ethyl acetate = 1/1), to thereby yield a colorless oil (2.2 g, 92%, 98% ee). Optical purity: Measurement conditions: HPLC Column: CHIRALPAK AS Column temperature: 35C Solvent: n-hexane/EtOH = 60/40 Flow rate: 1 mL/min Retention time: 9.37 min (S-form; 6.86 min) 1H-NMR(400MHz, CDCl3) delta ppm: 2.14(quintet, J=7Hz, 2H), 2.36-2.44(m, 1H), 2.60-2.67(m, 1H), 3.71(t, J=7Hz, 2H), 3.76(s, 3H), 3.96(t, J=6Hz, 2H), 4.25-4.31(m, 1H), 4.43-4.49(m, 1H), 4.77(s, 2H), 4.89(t, J=8Hz, 1H), 6.81(s, 4H), 6.95-7.03(m, 4H), 7.17(t, J=8Hz, 1H), 7.22-7.28(m, 2H),7.37(d, J=8Hz, 1H). Example 6; Chemical yield and optical purity; Tables 1 and 2 show chemical yield and optical purity of Compound (3x) produced through the process of the present invention (Nos. 1 and 2 in Table 1), of Compound (3x) produced from sulfonate derivatives of optically active 2-hydroxybutyrolactone (Nos. 3 to 8 in Table 1), and of Compounds (5y) and (6y) produced through a process disclosed in Patent Document 1 (Table 2). As is clear from Tables 1 and 2, the process of the present invention (Nos. 1 and 2 in Table 1) is remarkably excellent in the production of an optically active butyric acid compound and a production intermediate therefor at high yield and high purity.
 

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