반응 #1782276

ord-c5fbfebff3d24e53b0add33c7f39919f

반응 방정식

NCCCc1nc2c(OCc3ccc(CNC(=O)C(F)(F)F)cc3)nc(N)nc2[nH]1
Amine
NCCCc1nc2c(OCc3ccc(CNC(=O)C(F)(F)F)cc3)nc(N)nc2[nH]1
N-[4-(2-Amino-8-(3-aminopropyl)-9H-purin-6-yloxymethyl)-benzyl]-2,2,2-trifluoro-acetamide
O=C(CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21)NCCCCCC(=O)ON1C(=O)CCC1=O
N-(+)-biotinyl-6-aminocaproic acid succinimidyl ester
Nc1nc(OCc2ccc(CNC(=O)C(F)(F)F)cc2)c2nc(CCC(N)C(=O)CCCCCNC(=O)CCCC[C@@H]3SC[C@@H]4NC(=O)N[C@@H]43)[nH]c2n1
title compound
수율 86.0%
Nc1nc(OCc2ccc(CNC(=O)C(F)(F)F)cc2)c2nc(CCC(N)C(=O)CCCCCNC(=O)CCCC[C@@H]3SC[C@@H]4NC(=O)N[C@@H]43)[nH]c2n1
N-[4-(2-Amino-8-(3-(N-(+)-biotinyl-6-aminocaproyl)-aminopropyl)-9H-purine-6-yloxymethyl)-benzyl]-2,2,2-trifluoro-acetamide
수율 86.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.WAITleft at room temperature over night
  2. 2
    기타The product is purified by reverse phase MPLC

실험 절차

Amine 41 (Example 24, 10 mg, 0.023 mmol) and N-(+)-biotinyl-6-aminocaproic acid succinimidyl ester (50, 10 mg, 0.023 mmol) are dissolved in 650 μL DMF with 5 μL TEA and left at room temperature over night. The product is purified by reverse phase MPLC by using a linear gradient from water to acetonitrile (0.08% TFA) to yield 15.1 mg (0.019 mmol, 86%) of the title compound. MS (ESI) m/z 763.0 [M+H]+.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08163479B2uspto-grants-2012_04