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[ CAS No. 32675-71-1 ] {[proInfo.proName]}

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Chemical Structure| 32675-71-1
Chemical Structure| 32675-71-1
Structure of 32675-71-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 32675-71-1 ]

CAS No. :32675-71-1 MDL No. :
Formula : C19H14N2O4 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 334.33 Pubchem ID :-
Synonyms :

Safety of [ 32675-71-1 ]

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Application In Synthesis of [ 32675-71-1 ]

* 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 [ 32675-71-1 ]

[ 32675-71-1 ] Synthesis Path-Downstream   1~46

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  • benzyl (S)-[N-phthaloyl-2-(N-1-imidazolyl)tryptophanyl]-(S)-prolinate [ No CAS ]
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  • [ 883556-53-4 ]
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  • diethyl-<β chloride ethyl>-amine [ No CAS ]
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  • N-phthalimide N(in)-formyl trypophanyl phosphonate diethyl ester [ No CAS ]
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  • tetraethyl 2-N-phthalimide-3-(N-formylindole)-1-hydroxypropylidene-1,1-bisphosphonate [ No CAS ]
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  • [ 32675-71-1 ]
  • 2-amino-3-indole-1-hydroxypropylidene-1,1-bisphosphonate sodium salt [ No CAS ]
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  • [ 73-22-3 ]
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YieldReaction ConditionsOperation in experiment
100% RG108 was obtained by the reaction of MSB with L-tryptophan under basic conditions (Na2CO3) in water/acetonitrile, acidification with 2N HCl, extraction in ethyl acetate and evaporation of the solvent with an excellent yield of 100%. The pure yellow powder was analysed by mass spectrometry (ESI) and 1H- and 13C-NMR to confirm the structure of RG108.
(i) (S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indoI-3-yl)-propionic acid (50) A mixture of L-tryptophan (4g, 19.5mmol), methyl 2-((succinimidooxy)carbonyl)benzoate (5.3g, 19mmol) and potassium carbonate (0.69 g, 5 mmol) in dimethyiformamide was heated to 100 C for 3 hours. The reaction was acidified with 2 M hydrochloric acid and extracted with ethyl acetate. The organics were washed with brine, dried (MgSO4) and evaporated in vacuo to afford the title compound as a yellow solid, which was purified by HPLC. LCMS (LCMS 1) m/z: 335 [M+H]+; RT 5.55 min.
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  • (S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-N-methoxy-N-methyl-propionamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In DCM; at 20℃; for 3h; A suspension of (S)-2-(1 ,3-dioxo-1 ,3-dihydro-isoindol-2-yl)-3-(1 H-indol-3-yl)-propionic acid (50) (4.5g, 13.5mmol) and Lambda/-(3-dimethy.aminopropyl)-Lambda/'-ethylcarbodiimide hydrochloride (2.6g, 13.5mmol) in DCM was treated with N.O-dimethyl hydroxylamine hydrochloride (1.3g, 13.5mmol) and triethylamine (3.7ml, 127mmol) and the resulting brown solution was stirred at room temperature for 3 hours. The crude reaction mixture was then washed with brine, dried (MgSO4) and concentrated in vacuo. The crude mixture was purified by preparative HPLC. LCMS (LCMS 1) m/z 378.4 [M+H]+, RT 5.75min
  • 19
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YieldReaction ConditionsOperation in experiment
With dicyclohexyl-carbodiimide; In acetonitrile; at 0℃; for 5h; A solution of (S)-2-(1,3-Dioxo-1 ,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid (50) (1.7g, 5mmol), N-hydroxysuccinimide (0.6g, 5.2mmol) and dicyclohexylcarbodiimide (1.1g, 5mmol) was stirred at O0C in acetonitrile (35ml) for 5 hours. The resulting urea was filtered off and the solvent evaporated in vacuo to afford the title compound as a white solid. NMR 1H ppm: 8.01 (br, 1H), 7.76 (m, 2H), 7.66 (m, 2H), 7.28 (S1 1H), 7.05 (m, 3H), 5.60 (dd, 1 H), 3.80 (m, 2H)1 2.01 (s, 3H); 13C ppm: 168.43, 166.80, 165.02, 136.04, 134.24, 131.47, 126.96, 123.67, 123.01 , 122.27,119.73, 118.41 , 111.18, 109.76, 50.72, 25.58, 24.93; LCMS (LCMS1) m/z 431.7 [M+H]+, RT 5.31 min.
  • 20
  • [ 32675-71-1 ]
  • (S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-N-hydroxy-3-(1H-indol-3-yl)-propionamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a solution of (S)-2-(1 ,3-dioxo-1 ,3-dihydro-isoindol-2-yl)-3-(1Hindol-3-yl)-propionic acid (61) (1 g, 3 mmol) in acetonitrile (15 ml) was added 1 ,3-dicyclohexyldicarbodiimide (DCC) (619 mg, 3 mmol), 1-hydroxybenzotriazole hydrate (HOBT) (405 mg, 3 mmol) and the mixture stirred at 00C for 2 hours. The reaction mixture was filtered and to the yellow filtrate was added hydroxyiamine hydrochloride (208 mg, 3 mmol), triethylamine (364 mg, 3.6 mmol) and the reaction stirred at room temperature overnight. The solution was acidified to pH1 (1 M HCI) and diluted with ethylacetate (approx. 50ml). The solution was washed with 1 M HCI (2 x 30 ml), brine (30 ml), and the organics collected, dried (MgSO4), concentrated in vacuo to afford a yellow solid. The residue was purified by preparative HPLC to afford the title compound. LCMS m/z: 350 [M+1]; RT 5.21 min. EPO <DP n="55"/>
  • 21
  • [ 32675-71-1 ]
  • (S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indol-3-yl)-propionic acid hydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; hydrazine; In acetonitrile; at 0℃; for 5h; A solution of (S)-2-(1,3-dioxo-1 ,3-dihydro-isoindol-2-yl)-3-(1/-/-indol-3-yl)-propionic acid (50) (0.18g, 0.55mmol), Lambda/-(3-dimethylaminopropyl)-Lambda/-ethylcarbodiimide hydrochloride (0.11g, 0.55mmol), hydrazine (0.017ml, 0.55mmol) and triethylamine (0.21ml, 1.5mmol) were stirred at O0C in acetonitrile (35ml) for 5 hours. The crude reaction was washed EPO <DP n="51"/>with brine, dried (MgSO4) and concentrated in vacuo. The crude mixture was purified by preparative HPLC. LCMS (LCMS1) m/z 349.4 [IvHH]+; RT 5.12 min, purity 89.02%.
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  • [ 1067-97-6 ]
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  • C6H4(CO)2NCHCH2C8H5NHCOOSn(C4H9)3 [ No CAS ]
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  • [ 927-74-2 ]
  • C23H18N2O4 [ No CAS ]
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  • [ 67-56-1 ]
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  • (S)-methyl 2-(1,3-dioxoisoindolin-2-yl)-3-(1H-indol-3-yl)propanoate [ No CAS ]
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  • [ 1092381-85-5 ]
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  • N1-phthalyl-L-Trp-C3’-nprenylpyrroloindoline methyl ester [ No CAS ]
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  • [ 1373878-84-2 ]
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  • C37H36N4O5 [ No CAS ]
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