128733-85-7|(5-(tert-Butyl)-2-methoxyphenyl)boronic acid| Ambeed

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Quality Control of [ 128733-85-7 ] Purity: 95% SDS Specification

COA

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NMR

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CNMR

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Product Details of [ 128733-85-7 ]

CAS No. :	128733-85-7
Formula :	C₁₁H₁₇BO₃
M.W :	208.06
SMILES Code :	COC1=C(C=C(C=C1)C(C)(C)C)B(O)O
MDL No. :	MFCD06201034
InChI Key :	LXFOJKCQSAYVMF-UHFFFAOYSA-N
Pubchem ID :	14740579

Safety of [ 128733-85-7 ]

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

Application In Synthesis of [ 128733-85-7 ]

* 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 [ 128733-85-7 ]

[ 128733-85-7 ] Synthesis Path-Downstream 1~35

1
[ 128733-84-6 ]
[ 128733-85-7 ]
[ 128733-86-8 ]

References: [1]Journal of Organic Chemistry,1990,vol. 55,p. 4622 - 4634.

2
[ 128733-85-7 ]
[ 132268-08-7 ]
5,5',5''-Tri-tert-butyl-2,2',2''-trimethoxy-[1,1';3',1'']terphenyl [ No CAS ]

References: [1]Journal of the American Chemical Society,1997,vol. 119,p. 138 - 144.

3
[ 610-97-9 ]
[ 128733-85-7 ]
5'-<i>tert</i>-butyl-2'-methoxy-biphenyl-2-carboxylic acid methyl ester [ No CAS ]

References: [1]Tetrahedron Letters,2004,vol. 45,p. 3849 - 3853.

4
[ 38303-36-5 ]
[ 128733-85-7 ]
[ 916747-36-9 ]

References: [1]Journal of Organic Chemistry,2006,vol. 71,p. 9080 - 9087.

5
[ 128-63-2 ]
[ 128733-85-7 ]
1,3,6,8-tetrakis(5-tert-butyl-2-methoxyphenyl)pyrene [ No CAS ]

References: [1]Journal of Organic Chemistry,2006,vol. 71,p. 9080 - 9087.

6
[ 128733-85-7 ]
[ 916747-40-5 ]

References: [1]Journal of Organic Chemistry,2006,vol. 71,p. 9080 - 9087.

7
[ 128733-85-7 ]
[ 916747-44-9 ]

References: [1]Journal of Organic Chemistry,2006,vol. 71,p. 9080 - 9087.

8
[ 128733-85-7 ]
2-tert-butyldibenzo<b,d>pyran-6-one [ No CAS ]

References: [1]Tetrahedron Letters,2004,vol. 45,p. 3849 - 3853.

9
[ 944280-22-2 ]
[ 128733-85-7 ]
(4S,6S)-6-[3,5-bis(trifluoromethyl)phenyl]-3-[5'-tert-butyl-2'-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4-methyl-1,3-oxazinan-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate;dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); In tetrahydrofuran; water; at 80℃; for 1.5h;	(4S,65)-6-[3,5-bis(txifluorornethyl)phenyl]-3-[2-iodo-5-(trifluoromethyl)benzyl]-4-methyl-l,3-oxazinan- 2-one (Intermediate 23; 25 mg; 0.041 mmol), (5-rer.-butyl-2-methoxyphenyl)boronic acid (11.1 mg; 0.053 nxmol), l-l '-bis(di /erf-butylphosphino)ferrocene palladium dichloride (2.7 mg; 0.0041 mrnol), 1 N K2CO3 (1.2 mL) and THF (1.2 mL) were combined in a sealed tube and heated at 80C for 1.5 h. The reaction was diluted with H2O (10 mL) and extracted with EtOAc (3 x 10 mL). The combined extracts were washed with brine (10 mL), dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by flash silica gel chromatography (0-30% EtOAc/hexanes gradient) to afford (45,6-S)-6-[3,5- bis(trifluoromethyl)phenyl]-3-[5'-te/-/-butyl-2'-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methyl}-4- methyl-l,3-oxazinan-2-one as a white solid. LCMS = 648.0 (M+l)+. lH NMR (CDCl3, 500 MHz, mixture of atropisomers): 5 7.86-7.83 (m, 2 H), 7.78 (s, 1 H), 7.68 (s, 1 H), 7.63-7.59 (m, 1 H), 7.44-7.36 (m, 2 H), 7.18 (dd, J = 6.7, 2.4 Hz, 1 H), 6.94 (d, J= 8.7 Hz5 1 H), 5.20 (d, J= 16 Hz, 1 H), 5.16 (d, J = 11.2 Hz, 1 H), 4.38 (d, J= 15.8 Hz, 1 H), 3.80 (s, 3 H), 3.41-3.34 (m, 1 H), 2.29-2.24 (m, 1 H), 1.88-1.81 (m, 1 H), 1.32 (s, 9 H), 1.02 (d, J= 6.2 Hz, 3 H).

References: [1]Patent: WO2007/81570,2007,A2 .Location in patent: Page/Page column 63.

10
[ 75060-39-8 ]
[ 128733-85-7 ]

Yield	Reaction Conditions	Operation in experiment
		To a solution of 4-tert-butyl-2-iodo-l-methoxybenzene (0.164 g, 0.56 mmol) in dry THF (5 mL) at -78 0C, M-butyl lithium (0.27 mL, 0.68 mmol, 2.5 M) was added. The solution was stirred at -78 0C for 30 min. Trimethyl borate (0.19 mL, 1.70 mmol) was added. The solution was stirred at -780C for 3 h. The reaction was quenched with saturated aqueous NH4Cl. The aqueous layer was extracted with EtOAc (3 x 15 mL). The combined EtOAc layers were dried over Na2SO4. The residue was used without further purification after evaporation of the solvent.

References: [1]Bulletin of the Chemical Society of Japan,2012,vol. 85,p. 201 - 208.
[2]Patent: WO2007/81569,2007,A2 .Location in patent: Page/Page column 38.

11
[ 34160-40-2 ]
[ 128733-85-7 ]
[ 866613-68-5 ]

References: [1]Tetrahedron,2008,vol. 64,p. 9857 - 9864.
[2]Organometallics,2013,vol. 32,p. 249 - 259.

12
[ 934842-20-3 ]
[ 128733-85-7 ]
C₃₀H₂₈F₉NO₃ [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,p. 7469 - 7472.

13
[ 49669-22-9 ]
[ 128733-85-7 ]
[ 1332625-70-3 ]

References: [1]Dalton Transactions,2011,vol. 40,p. 8507 - 8509.

14
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C₆₄H₅₈N₄O₄ [ No CAS ]

References: [1]Dalton Transactions,2011,vol. 40,p. 8507 - 8509.

15
[ 128733-85-7 ]
C₆₀H₅₀N₄O₄ [ No CAS ]

References: [1]Dalton Transactions,2011,vol. 40,p. 8507 - 8509.

16
[ 128733-85-7 ]
[ 1332625-71-4 ]

References: [1]Dalton Transactions,2011,vol. 40,p. 8507 - 8509.

17
[ 128733-85-7 ]
[ 1332625-72-5 ]

References: [1]Dalton Transactions,2011,vol. 40,p. 8507 - 8509.

18
[ 128733-85-7 ]
[ 107-02-8 ]
[ 1339074-98-4 ]

References: [1]Journal of Organic Chemistry,2011,vol. 76,p. 8986 - 8998.

19
[ 5396-38-3 ]
[ 128733-85-7 ]

References: [1]Bulletin of the Chemical Society of Japan,2012,vol. 85,p. 201 - 208.
[2]Patent: WO2007/81569,2007,A2 .

20
[ 128733-85-7 ]
[ 1379680-58-6 ]