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Chemical Structure| 1007882-27-0

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Product Details of [ 1007882-27-0 ]

CAS No. :1007882-27-0
Formula : C26H28N6
M.W : 424.54
SMILES Code : C1(C2=CC=C(C3=CN=C([C@H]4NCCC4)N3)C=C2)=CC=C(C5=CN=C([C@H]6NCCC6)N5)C=C1

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Application In Synthesis of [ 1007882-27-0 ]

* 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 [ 1007882-27-0 ]

[ 1007882-27-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 1007882-23-6 ]
  • [ 1007882-27-0 ]
YieldReaction ConditionsOperation in experiment
87% With hydrogenchloride; In methanol; water; at 50℃; for 4h; Compound 4 (1.3 g, 2.08mmol) was treated with 6M aqueous hydrogen chloride (2 ml) in methanol (30 ml) and stirred at ambient temperature overnight. The resulting solid was filtered and washed with petroleum ether to give 5 (0.9 g, 87 %) as a yellow solid.
104.5 g With hydrogenchloride; In water; toluene; at 60 - 65℃; Step 3: Preparation of 5,5'-biphenyl-4,4'-diylbis{2-[(2S)-pyrrolidin-2-yl]-lH- imidazole}: The reaction mixture obtained in step 2 was cooled to 60C to 65 C and concentrated hydrochloric acid (400 mL) was added slowly over a period of 2.5 hours. The reaction mixture was stirred for 3 hours to 4 hours at 60C to 65C. On completion of reaction, the reaction mixture was cooled to 25C and de-ionized water (200 mL) was added. The organic layer was discarded, and carbon (5 g) was added to the aqueous layer. The mixture was stirred for an hour at 25C, then filtered through a Hyflo bed, and then washed with water (2 chi 150 mL). The aqueous filtrate was added slowly over a period of 60 minutes to an aqueous ammonia solution (25%, 800 mL) at 10C to 30C. The reaction mixture was stirred for 3 hours at 25 C, then filtered, and then washed with water (3 x 500 mL) to obtain a solid residue. The solid residue was dried under vacuum (5 mmHg - 20 mmHg) at 25 C for 2 hours to 3 hours, followed by drying under vacuum (5 mmHg - 20 mmHg) at 45C to 50C for about 15 hours to about 20 hours to obtain the title product. Dry weight: 104.5g Yield (w/w): 97.2%
With trifluoroacetic acid; In dichloromethane; at 20℃; for 3.2h; A mixture of carbamate 1d (560 mg) and 25% TFA/CH2Cl2 (9.0 mL) was stirred at ambient condition for 3.2 hours. The volatile component was removed in vacuo, and the resulting material was free based using an MCX column (methanol wash; 2.0 M NH3/methanol elution) to provide pyrrolidine 1e as a dull yellow solid (340 mg). 1H NMR (DMSO-d6, delta=2.5 ppm, 400 MHz): delta11.83 (br s, 2H), 7.80 (d, J=8.1, 4H), 7.66 (d, J=8.3, 4H), 7.46 (br s, 2H), 4.16 (app t, J=7.2, 2H), 2.99-2.69 (m, 6H), 2.09-2.00 (m, 2H), 1.94-1.66 (m, 6H). LC (Cond. 1): RT=1.27 min; >98% homogeneity index; LC/MS: Anal. Calcd. for [M+H]- C26H29N6: 425.25; found 425.25; HRMS: Anal. Calcd. for [M+H]- C26H29N6: 425.2454; found 425.2448
Example 1, Step e 5,5'-(4,4'-biphenyldiyl)bis(2-((2S)-2-pyrrolidinyl)-1H-imidazole) A mixture of carbamate 1d (560 mg) and 25% TFA/CH2Cl2 (9.0 mL) was stirred at ambient condition for 3.2 hours. The volatile component was removed in vacuo, and the resulting material was free based using an MCX column (methanol wash; 2.0 M NH3/methanol elution) to provide pyrrolidine 1e as a dull yellow solid (340 mg). 1H NMR (DMSO-d6, delta=2.5 ppm, 400 MHz): delta 11.83 (br s, 2H), 7.80 (d, J=8.1, 4H), 7.66 (d, J=8.3, 4H), 7.46 (br s, 2H), 4.16 (app t, J=7.2, 2H), 2.99-2.69 (m, 6H), 2.09-2.00 (m, 2H), 1.94-1.66 (m, 6H). LC (Cond. 1): RT=1.27 min; >98% homogeneity index; LC/MS: Anal. Calcd. for [M+H]- C26H29N6: 425.25; found 425.25; HRMS: Anal. Calcd. for [M+H]-C26H29N6: 425.2454; found 425.2448
A mixture of carbamate 1d (560 mg) and 25% TFA/CH2Cl2 (9.0 mL) was stirred at ambient condition for 3.2 hours. The volatile component was removed in vacuo, and the resulting material was free based using an MCX column (methanol wash; 2.0 M NH3/methanol elution) to provide pyrrolidine 1e as a dull yellow solid (340 mg). 1H NMR (DMSO-d6, delta=2.5 ppm, 400 MHz): delta 11.83 (br s, 2H), 7.80 (d, J=8.1, 4H), 7.66 (d, J=8.3, 4H), 7.46 (br s, 2H), 4.16 (app t, J=7.2, 2H), 2.99-2.69 (m, 6H), 2.09-2.00 (m, 2H), 1.94-1.66 (m, 6H). LC (Cond. 1): RT=1.27 min; >98% homogeneity index; LC/MS: Anal. Calcd. for [M+H]+ C26H29N6: 425.25; found 425.25; HRMS: Anal. Calcd. for [M+H]+ C26H29N6: 425.2454; found 425.2448
With trifluoroacetic acid; In dichloromethane; at 20℃; for 3.2h; Example 1, Step e5,5'-(4,4'-biphenyldiyl)bis(2-((2S)-2-pyrrolidinyl)-lH-imidazole)A mixture of carbamate Id (560 mg) and 25% TFA/CH2C12 (9.0 mL) was stirred at ambient condition for 3.2 hours. The volatile component was removed in vacuo, and the resulting material was free based using an MCX column (methanol wash; 2.0 M NH3/methanol elution) to provide pyrrolidine Ie as a dull yellow solid (340 mg). 1H NMR (DMSO-d6, delta= 2.5 ppm, 400 MHz): delta 11.83 (br s, 2H), 7.80 (d, <n="121"/>J = 8.1, 4H), 7.66 (d, J = 8.3, 4H), 7.46 (br s, 2H), 4.16 (app t, J = 7.2, 2H), 2.99- 2.69 (m, 6H), 2.09-2.00 (m, 2H), 1.94-1.66 (m, 6H). LC (Cond. 1): RT = 1.27 min; > 98% homogeneity index; LC/MS: Anal. Calcd. for [M+H]+ C26H29N6: 425.25; found 425.25; HRMS: Anal. Calcd. for [M+H]+ C26H29N6: 425.2454; found 425.2448

  • 2
  • [ 1007882-27-0 ]
  • [ 96-81-1 ]
  • [ 76-05-1 ]
  • N-[(2S)-1-[(2S)-2-{5-[4-(4-{2-[(2S)-1-[(2S)-2-acetamido-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl}phenyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]acetamide trifluoroacetic acid [ No CAS ]
  • 3
  • [ 1007882-27-0 ]
  • [ 17916-88-0 ]
  • [ 76-05-1 ]
  • N-[(2R)-1-[(2S)-2-{5-[4-(4-{2-[(2S)-1-[(2R)-2-acetamido-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl}phenyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]acetamide trifluoroacetic acid [ No CAS ]
  • 4
  • [ 1007882-27-0 ]
  • [ 171567-86-5 ]
  • [ 76-05-1 ]
  • methyl N-[(2R)-1-[(2S)-2-{5-[4-(4-{2-[(2S)-1-[(2R)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl}phenyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate trifluoroacetic acid [ No CAS ]
 

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