128495-45-4|(4-Fluoro-3-methoxyphenyl)methanol| Ambeed

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Quality Control of [ 128495-45-4 ] Purity: 98% SDS Specification

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Product Details of [ 128495-45-4 ]

CAS No. :	128495-45-4
Formula :	C₈H₉FO₂
M.W :	156.15
SMILES Code :	OCC1=CC=C(F)C(OC)=C1
MDL No. :	MFCD00272133
InChI Key :	FZEDGSMVRLKUOQ-UHFFFAOYSA-N
Pubchem ID :	593590

Safety of [ 128495-45-4 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H317-H319
Precautionary Statements:	P280-P305+P351+P338

Application In Synthesis of [ 128495-45-4 ]

* 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 [ 128495-45-4 ]

[ 128495-45-4 ] Synthesis Path-Downstream 1~42

1
[ 82846-18-2 ]
[ 128495-45-4 ]

References: [1]Journal of labelled compounds and radiopharmaceuticals,1999,vol. 42,p. S504-S506.
[2]Journal of Medicinal Chemistry,1990,vol. 33,p. 2408 - 2412.
[3]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.
[4]Journal of the American Chemical Society,2020,vol. 142,p. 17187 - 17194.

2
[ 128495-45-4 ]
[ 128495-46-5 ]

Yield	Reaction Conditions	Operation in experiment
85%	With manganese(IV) oxide; In dichloromethane; for 16h;Heating / reflux;	(4-FLUORO-3-METHOXYPHENYL) METHANOL (5. 00G, 0. 03mol) and manganese dioxide (33.4g, 0. 38MOL) were stirred in DICHLOROMETHANE (100ml) under an atmosphere of nitrogen, at gentle reflux for 16 hours. The cooled reaction mixture was then filtered through arbacel and concentrated in vacuo to give the title compound as a white solid (4.18g, 0. 027MOL, 85%). 1H NMR (CDCI3, 400MHZ) 8 : 3.96 (s, 3H), 7.23 (d, 1H), 7.43 (m, 1 H), 7.50 (d, 1 H) 9.91 (s, 1H). Mpt: 61-63C. Analysis found C, 62.18 ; H, 4.54%. C8H7FO2 requires C, 62.34 ; H, 4.58%.
85%	With manganese(IV) oxide; In dichloromethane; for 16h;Heating / reflux;	(4-Fluoro-3-methoxyphenyl) methanol (5.0Og, 0.03mol) and manganese dioxide (33.4g, 0.38mol) were stirred in dichloromethane (100ml) under an atmosphere of nitrogen, at gentle reflux for 16 hours. The • cooled reaction mixture was then filtered through arbacel and concentrated in vacuo to give the title compound as a white solid (4.18g, 0.027mol, 85%). 1H NMR (CDCI3, 400MHz) δ: 3.96 (s, 3H), 7.23 (d, 1 H), 7.43 (m, 1 H), 7.50 (d, 1 H) 9.91 (s, 1 H). Mpt: 61-630C. Analysis found C, 62.18; H, 4.54%. C8H7FO2 requires C, 62.34; H, 4.58%.
81%	With chromium trioxide pyridine; In dichloromethane; at 20℃; for 0.5h;	To a solution of (4-fluoro-3-methoxyphenyl) methanol (1.56 g, 10 mmol) in dichloromethane (40 mL) was added chromium trioxide pyridine (4.31 g, 20 mmol). The mixture was stirred at room temperature for 30 min and filtered. The filtrate was poured onto a short silica gel column, and eluted with dichloromethane. The resulting solution was concentrated under vacuum to afford the title compound (1.25 g, 81 %). 1H NMR (CDCl3): δ 9.92 (1H, s), 7.52 (1H, dd, J = 2.0 Hz, 8.4 Hz), 7.47-7.43 (1H, m), 7.26-7.22 (1H, m), 3.96 (3H, s).

81%

With pyridine; chromium(VI) oxide; In dichloromethane; at 20℃; for 0.5h;

To a solution of (4-fluoro-3-methoxyphenyl) methanol (1.56 g, 10 mmol) in dichloromethane (40 mL) was added chromium trioxide pyridine (4.31 g, 20 mmol). The mixture was stirred at room temperature for 30 min and filtered. The filtrate was poured onto a short silica gel column, and eluted with dichloromethane. The resulting solution was concentrated under vacuum to afford the title compound (1.25 g, 81 %). 1H NMR (CDCl3): δ9.92 (1H, s), 7.52 (1H, dd, J=2.0 Hz, 8.4 Hz), 7.47-7.43 (1H, m), 7.26-7.22 (1H, m), 3.96 (3H, s).

References: [1]Journal of Medicinal Chemistry,1990,vol. 33,p. 2408 - 2412.
[2]Patent: WO2004/52372,2004,A1 .Location in patent: Page 72.
[3]Patent: WO2008/87512,2008,A1 .Location in patent: Page/Page column 43.
[4]Patent: EP2862571,2015,A1 .Location in patent: Paragraph 0164; 0165.
[5]Patent: US2015/166559,2015,A1 .Location in patent: Paragraph 0220; 0221.
[6]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.
[7]Journal of labelled compounds and radiopharmaceuticals,1999,vol. 42,p. S504-S506.

3
[ 128495-45-4 ]
[ 141080-73-1 ]

References: [1]Journal of Fluorine Chemistry,1995,vol. 70,p. 39 - 44.
[2]Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,p. 6842 - 6846.
[3]Chemical Biology and Drug Design,2016,p. 97 - 109.

4
[ 113984-76-2 ]
[ 74-88-4 ]
[ 128495-45-4 ]

References: [1]Journal of Fluorine Chemistry,1995,vol. 70,p. 39 - 44.

5
[ 128495-45-4 ]
[ 103438-85-3 ]

References: [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.
[2]Journal of labelled compounds and radiopharmaceuticals,1999,vol. 42,p. S504-S506.

6
[ 128495-45-4 ]
[ 103438-91-1 ]

References: [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.
[2]Journal of labelled compounds and radiopharmaceuticals,1999,vol. 42,p. S504-S506.

7
[ 128495-45-4 ]
[ 347176-70-9 ]

References: [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.
[2]Journal of labelled compounds and radiopharmaceuticals,1999,vol. 42,p. S504-S506.

8
[ 128495-45-4 ]
2-benzyloxy-4-formyl-N,N,N-trimethylanilinium trifluoromethanesulfonate [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.
[2]Journal of labelled compounds and radiopharmaceuticals,1999,vol. 42,p. S504-S506.

9
[ 128495-45-4 ]
threo-2-amino-1-(4-fluoro-3-hydroxyphenyl)-1-propanol [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.

10
[ 128495-45-4 ]
erythro-2-amino-1-(4-fluoro-3-hydroxyphenyl)-1-propanol [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.

11
[ 128495-45-4 ]
threo-2-amino-1-(3-benzyloxy-4-fluorophenyl)-1-propanol [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.

12
[ 128495-45-4 ]
erythro-2-amino-1-(3-benzyloxy-4-fluorophenyl)-1-propanol [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.

13
[ 128495-45-4 ]
threo-1-(3-benzyloxy-4-fluorophenyl)-2-nitro-1-propanol [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.

14
[ 128495-45-4 ]
erythro-1-(3-benzyloxy-4-fluorophenyl)-2-nitro-1-propanol [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 677 - 694.

15
[ 128495-45-4 ]
tert-butyl (2S,5S)-2-(tert-butyl)-5-(4-fluoro-3-methoxybenzyl)-3-methyl-4-oxo-1-imidazolidinecarboxylate [ No CAS ]

References: [1]Journal of Fluorine Chemistry,1995,vol. 70,p. 39 - 44.

16
[ 128495-45-4 ]
(2S)-2-Amino-3-(4-fluoro-3-hydroxyphenyl) propanoic acid [ No CAS ]

References: [1]Journal of Fluorine Chemistry,1995,vol. 70,p. 39 - 44.

17
[ 128495-45-4 ]
(2R)-2-Amino-3-(4-fluoro-3-hydroxyphenyl) propanoic acid [ No CAS ]

References: [1]Journal of Fluorine Chemistry,1995,vol. 70,p. 39 - 44.

18
[ 63762-78-7 ]
[ 128495-45-4 ]