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Structure of 52804-26-9

Chemical Structure| 52804-26-9

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Product Details of [ 52804-26-9 ]

CAS No. :52804-26-9
Formula : C18H22O3
M.W : 286.37
SMILES Code : O=C(O)COC1=CC=C(C23CC4CC(C3)CC(C4)C2)C=C1
MDL No. :MFCD00168197
InChI Key :WIWCHWGNONICJI-UHFFFAOYSA-N
Pubchem ID :625381

Safety of [ 52804-26-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 52804-26-9 ]

* 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 [ 52804-26-9 ]

[ 52804-26-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 52804-26-9 ]
  • [ 63746-12-3 ]
  • 4-[2-(4-Adamantan-1-yl-phenoxy)acetyl-amino]-isophthalic acid dimethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
76.3% With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; <Example 21> 4-[2-(4-Adamantan-l-yl-phenoxy)acetyl-amino]-isophtalic acid dimethyl esterTo a mixture of (4-adamantan-l-yl-phenoxy)-acetic acid (229 mg, 0.8 mmol) and <strong>[63746-12-3]4-aminoisophthalic acid dimethyl ester</strong> (301 mg, 1.4 mmol) were dissolved in DMF (5mL), and EDCHCl (140 mg, 0.75 mmol), HOAt (163 mg, 1.2 mmol) and DIPEA (0.21 ml, 1.2 mmol) was added. The mixture was stirred overnight, and then partitioned between ethyl acetate and brine. The organic phase was dried (MgSO4 anh), and concentrated. The residue was purified by silica gel column chromatography (CHaCl2MeOH = 50:1) to give 4-[2-(4- Adamantan-l-yl-phenoxy)acetyl-amino]-isophtalic acid dimethyl ester as a white solid (281 mg, 76.3% yield).1H-NMR (CDCl3, 300Hz) 12.00(1H, s, NH), 9.40(1H, d, J=I .8 Hz, aromatic), 8.12(1H, d, J=7.8 Hz, aromatic), 7.78(1H, dd, J=8.1 & 1.8 Hz, aromatic), 7.33(2H, m, aromatic), 7.03(2H5 m, aromatic), 4.65(2H, s, <n="34"/>OCH2CO), 3.97(3H, s, OCH3), 3.95(3H, s, OCH3), 2.09(3H, m, adamantyl),. 1.89-1.90(6H, m, adamantyl), 1.72- 1.82(6H, m, adamanty).).
76.3% With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; To a mixture of (4-adamantan-1-yl-phenoxy)-acetic acid (229 mg, 0.8 mmol) and <strong>[63746-12-3]4-aminoisophthalic acid dimethyl ester</strong> (301 mg, 1.4 mmol) were dissolved in DMF (5 mL), and EDCHCl (140 mg, 0.75 mmol), HOAt (163 mg, 1.2 mmol) and DIPEA (0.21 ml, 1.2 mmol) was added. The mixture was stirred overnight, and then partitioned between ethyl acetate and brine. The organic phase was dried (MgSO4 anh), and concentrated. The residue was purified by silica gel column chromatography (CH2Cl2:MeOH=50:1) to give 4-[2-(4-Adamantan-1-yl-phenoxy)acetyl-amino]-isophthalic acid dimethyl ester as a white solid (281 mg, 76.3% yield). 1H-NMR (CDCl3, 300 Hz) 12.00 (1H, s, NH), 9.40 (1H, d, J=1.8 Hz, aromatic), 8.12 (1H, d, J=7.8 Hz, aromatic), 7.78 (1H, dd, J=8.1 & 1.8 Hz, aromatic), 7.33 (2H, m, aromatic), 7.03 (2H, m, aromatic), 4.65 (2H, s, OCH2CO), 3.97 (3H, s, OCH3), 3.95 (3H, s, OCH3), 2.09 (3H, m, adamantyl), 1.89-1.90 (6H, m, adamantyl), 1.72-1.82 (6H, m, adamantyl).
 

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