243990-54-7|(3-(Benzyloxy)-4-methoxyphenyl)boronic acid| Ambeed

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Quality Control of [ 243990-54-7 ] Purity: 95% SDS Specification

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Product Details of [ 243990-54-7 ]

CAS No. :	243990-54-7
Formula :	C₁₄H₁₅BO₄
M.W :	258.08
SMILES Code :	COC1=C(OCC2=CC=CC=C2)C=C(C=C1)B(O)O
MDL No. :	MFCD09027252
InChI Key :	GKHSIZCQILKQCU-UHFFFAOYSA-N
Pubchem ID :	10587276

Safety of [ 243990-54-7 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501

Application In Synthesis of [ 243990-54-7 ]

* 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 [ 243990-54-7 ]

[ 243990-54-7 ] Synthesis Path-Downstream 1~35

1
[ 185418-17-1 ]
[ 243990-54-7 ]
[ 243990-60-5 ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 5437 - 5444.
[2]Synthetic Communications,1999,vol. 29,p. 2719 - 2730.

2
diisopropyl 3-benzyloxy-4-methoxyphenylboronate [ No CAS ]
[ 243990-54-7 ]

References: [1]Synthetic Communications,1999,vol. 29,p. 2719 - 2730.

3
[ 243990-54-7 ]
[ 265981-13-3 ]
3-(3-benzyloxy-4-methoxy-phenyl)-2-bromo-pyridine [ No CAS ]

References: [1]Tetrahedron Letters,2003,vol. 44,p. 3005 - 3008.

4
[ 243990-54-7 ]
[ 265981-13-3 ]
2-(3-benzyloxy-4-methoxy-phenyl)-3-iodo-pyridine [ No CAS ]

References: [1]Tetrahedron Letters,2003,vol. 44,p. 3005 - 3008.

5
[ 243990-54-7 ]
[ 635682-35-8 ]
4-(3'-benzyloxy-4'-methoxyphenyl)-5,6,7-trimethoxychromen-2-one [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 5437 - 5444.

6
2-(benzyloxy)-4-iodo-1-methoxybenzene [ No CAS ]
[ 243990-54-7 ]

References: [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 723 - 736.

7
[ 243990-54-7 ]
[ 847063-30-3 ]
[ 847063-31-4 ]

References: [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 723 - 736.

8
[ 243990-54-7 ]
2-methoxy-5-[3-(3,4,5-trimethoxy-phenyl)-pyridin-2-yl]-phenol [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 723 - 736.
[2]Tetrahedron Letters,2003,vol. 44,p. 3005 - 3008.

9
[ 243990-54-7 ]
[ 88126-45-8 ]

References: [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 5437 - 5444.
[2]Synthetic Communications,1999,vol. 29,p. 2719 - 2730.

10
[ 243990-54-7 ]
[ 566915-68-2 ]

References: [1]Tetrahedron Letters,2003,vol. 44,p. 3005 - 3008.

11
[ 243990-54-7 ]
[ 847063-31-4 ]

References: [1]Tetrahedron Letters,2003,vol. 44,p. 3005 - 3008.

12
[ 243990-54-7 ]
3-(3-benzyloxy-4-methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-pyridine [ No CAS ]

References: [1]Tetrahedron Letters,2003,vol. 44,p. 3005 - 3008.

13
[ 78504-28-6 ]
[ 243990-54-7 ]

Yield	Reaction Conditions	Operation in experiment
		[311.2] 4.86 g of 2-Benzyloxy-4-bromo-1-methoxybenzene was dissolved in 100 ml of anhydrous tetrahydrofuran and cooled to -78C in a nitrogen atmosphere. 15 ml of 1.6 M n-butyl lithium in hexane was added dropwise, and the mixture was stirred for 30 minutes. 6 ml of Triisopropoxy borate was added all at once, and the mixture was allowed to warm overnight at room temperature. A saturated aqueous ammonium chloride solution was added to the reaction mixture which was then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then filtered, and the filtrate was concentrated. The residue was dissolved in 1N aqueous sodium hydroxide and extracted with diethyl ether. The aqueous layer was neutralized with 5N hydrochloric acid and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then filtered, and the filtrate was concentrated to give 1.76 of the title compound.1H-NMR(CDCl3) δ: 3.76 (s, 3H) 5.04 (s, 2H) 6.93 (d, J=8.0Hz, 1H) 7.31-7.46 (m, 6H) 7.86 (s, 1H)

References: [1]Synthetic Communications,1999,vol. 29,p. 2719 - 2730.
[2]Patent: EP1394147,2004,A1 .Location in patent: Page 179.
[3]Journal of Medicinal Chemistry,2011,vol. 54,p. 3153 - 3162.

14
[ 243990-54-7 ]
2-(3-benzyloxy-4-methoxy-phenyl)-4-methyl-[1,3,2]dioxaborolane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In propylen glycol; diethyl ether; at 20℃; for 1h;	[312.1] 1.753 g of 2-Benzyloxy-1-methoxybenzeneboronic acid was suspended in 50 ml of diethyl ether, and 0.49 ml of propylene glycol was added thereto. The mixture was stirred at room temperature for 1 hour, and the solvent was removed to give 2-(3-benzyloxy-4-methoxyphenyl)-[1,3,2]dioxaborynane. This product was dissolved in 30 ml of 1,2-dimethoxyethane, then 1.5 g of potassium carbonate, 1. 9 g of methyl 3-bromophenylacetate and 270 mg of dichlorodiphenyl phosphinoferrocene palladium were added thereto, and the mixture was stirred at 80C for 3 hours in a nitrogen atmosphere. The reaction mixture was neutralized with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate and then filtered, and the filtrate was concentrated. The residue was purified by silica gel column chromatography, to give 1.356 g of the title compound in the 6:1→4:1 fraction.1H-NMR(CDCl3) δ: 3.67 (s, 2H) 3.70 (s, 3H) 3.92 (s, 3H) 5.21 (s, 2H) 6.96 (d, J=8.8Hz, 1H) 7.15 (dd, J=2.4, 8.8Hz, 1H) 7.22 (dt, J=2.4, 7.2 Hz, 1H) 7.33 (t, J=7.6Hz, 1H) 7.36-7.40 (m, 5H) 7.48 (d, J=8.4Hz, 1H)

References: [1]Patent: EP1394147,2004,A1 .Location in patent: Page 180.

15
[ 1200639-25-3 ]
[ 243990-54-7 ]
[ 1200639-48-0 ]

References: [1]Bioorganic and Medicinal Chemistry,2009,vol. 17,p. 7783 - 7788.

16
[ 243990-54-7 ]
4-(3'-hydroxy-4'-methoxyphenyl)-7-methoxycoumarin [ No CAS ]