1129-46-0|(R)-2-Phenoxypropanoic acid| Ambeed

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Quality Control of [ 1129-46-0 ] Purity: 98% SDS Specification

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Product Details of [ 1129-46-0 ]

CAS No. :	1129-46-0
Formula :	C₉H₁₀O₃
M.W :	166.17
SMILES Code :	C[C@@H](OC1=CC=CC=C1)C(O)=O
MDL No. :	MFCD04038077
InChI Key :	SXERGJJQSKIUIC-SSDOTTSWSA-N
Pubchem ID :	643326

Safety of [ 1129-46-0 ]

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

Application In Synthesis of [ 1129-46-0 ]

* 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 [ 1129-46-0 ]

[ 1129-46-0 ] Synthesis Path-Downstream 1~35

1
[ 1129-46-0 ]
[ 32403-66-0 ]

References: [1]Arkiv foer Kemi,1953,vol. 6,p. 365,370.

2
[ 551-16-6 ]
[ 1129-46-0 ]
[ 34378-72-8 ]

References: [1]Journal of the American Chemical Society,1960,vol. 82,p. 3934 - 3938.

3
[ 1004-84-8 ]
[ 1129-46-0 ]
(1R,6S,7S)-7-<<((R)-1-phenoxyethyl)carbonyl>oxy>-9-methylenebicyclo<4.3.0>nonane [ No CAS ]
(1S,6R,7R)-7-<<((R)-1-phenoxyethyl)carbonyl>oxy>-9-methylenebicyclo<4.3.0>nonane [ No CAS ]

References: [1]Journal of Organic Chemistry,1992,vol. 57,p. 6579 - 6587.
[2]Journal of Organic Chemistry,1992,vol. 57,p. 6579 - 6587.

4
[ 940-31-8 ]
[ 1129-46-0 ]
[ 87860-35-3 ]

References: [1]Agricultural and Biological Chemistry,1984,vol. 48,p. 1373 - 1374.

5
[ 42412-84-0 ]
[ 1129-46-0 ]
[ 1912-23-8 ]

References: [1]Tetrahedron Asymmetry,1991,vol. 2,p. 39 - 42.

6
[ 2065-24-9 ]
[ 1129-46-0 ]
[ 1912-23-8 ]

References: [1]Tetrahedron Asymmetry,1991,vol. 2,p. 39 - 42.
[2]Tetrahedron Asymmetry,1991,vol. 2,p. 39 - 42.
[3]Canadian Journal of Chemistry,1988,vol. 66,p. 1219 - 1222.
[4]Recueil des Travaux Chimiques des Pays-Bas,1992,vol. 111,p. 490 - 495.

7
[ 2065-24-9 ]
[ 1129-46-0 ]
[ 1912-23-8 ]
[ 115880-50-7 ]
[ 115880-48-3 ]

References: [1]Tetrahedron Letters,1987,vol. 28,p. 4661 - 4664.
[2]Tetrahedron Letters,1987,vol. 28,p. 4661 - 4664.

8
[ 1129-46-0 ]
[ 147851-69-2 ]

Yield	Reaction Conditions	Operation in experiment
99%	With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 6h;	Oxalyl chloride (1.09 mL, 12.5 mmol) was added to a solution of acid (R)-5 (0.83 g, 5 mmol) and DMF (5 μL) in CH2Cl2 (20 mL). The reaction mixture was stirred at room temperature for 6 h, and then evaporated to dryness under reduced pressure. The residue was dried over P2O5 in vacuo to afford 0.92 g (99%) of compound (R)-2a as a yellowish oil, which had an unpleasant odor. Anal. Calcd for C9H9ClO2: C, 58.55; H, 4.91. Found: C, 58.78; H, 5.07. 1H NMR spectrum was identical to that published for racemic chloride 2a. 5

References: [1]Tetrahedron Asymmetry,2016,vol. 27,p. 1231 - 1237.
[2]Acta Chemica Scandinavica,1993,vol. 47,p. 492 - 499.

9
[ 76671-56-2 ]
[ 1129-46-0 ]

Yield	Reaction Conditions	Operation in experiment
89%	With sodium hydroxide; In ethanol; at 4 - 20℃; for 24h;	At first, 2 M NaOH (5.2 mL, 10.4 mmol) was added dropwise to a solution of compound (R)-4 (1.01 g, 5.2 mmol) in ethanol (20 mL) with stirring at 4 C. The reaction mixture was stirred at room temperature for 24 h, and then evaporated to dryness under reduced pressure. The residue was dissolved in water (40 mL), washed with ethyl ether (2 * 10 mL), acidified with 4 M HCl to pH 1-2 and extracted with ethyl ether (4 * 20 mL). The organic layers were washed with saturated aqueous NaCl (2 * 40 mL), dried over MgSO4, and evaporated to dryness under reduced pressure. The residue was recrystallized from hexane to yield 0.77 g (89%) of compound (R)-5 as a colorless solid, mp 86-88 C (hexane) (lit. 85-87 C, 12 83 C 13 ); [α]D20 = +16.2 (c 0.6, CHCl3) {lit. 13 [α]D20 = +19 (c 1.0, CHCl3)}. HPLC (Chiralpak AD, n-hexane-iPrOH-TFA 20:1:0.02): 95.6% ee. Anal. Calcd for C9H10O3: C, 65.05; H, 6.06. Found: C, 64.95; H, 6.24. 1H and 13C NMR spectra were identical to those published for (S)-5.14

References: [1]Journal of the American Chemical Society,2007,vol. 129,p. 12616 - 12617.
[2]Tetrahedron Asymmetry,2016,vol. 27,p. 1231 - 1237.
[3]Journal of Organic Chemistry,1992,vol. 57,p. 6579 - 6587.
[4]Il Farmaco,1993,vol. 48,p. 1401 - 1416.

10
[ 54656-96-1 ]
[ 446878-78-0 ]
[ 1129-46-0 ]
[ 1912-23-8 ]
[ 94559-16-7 ]
[ 94559-15-6 ]

References: [1]Chemische Berichte,1984,vol. 117,p. 3457 - 3462.
[2]Chemische Berichte,1984,vol. 117,p. 3457 - 3462.
[3]Chemische Berichte,1984,vol. 117,p. 3457 - 3462.

11
[ 115880-50-7 ]
[ 1129-46-0 ]

References: [1]Synthetic Communications,2009,vol. 39,p. 3459 - 3470.
[2]Il Farmaco,1993,vol. 48,p. 1401 - 1416.

12
[ 1129-46-0 ]
[ 89209-34-7 ]
[ 91712-57-1 ]
[ 89255-52-7 ]

References: [1]Journal of the American Chemical Society,1984,vol. 106,p. 5997.

13
[ 163104-06-1 ]
[ 1129-46-0 ]
[ 1912-23-8 ]
[ 163104-05-0 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1509 - 1516.

14
(R)-2-Phenoxy-propionic acid (1S,2S,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-bicyclo[3.1.0]hex-2-yl ester [ No CAS ]
[ 1129-46-0 ]
[ 1912-23-8 ]
[ 163104-05-0 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1509 - 1516.

15
(R)-2-Phenoxy-propionic acid (1S,2S,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-bicyclo[3.1.0]hex-2-yl ester [ No CAS ]
[ 1129-46-0 ]
[ 163104-05-0 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1994,p. 1509 - 1516.

16
[ 940-31-8 ]
[ 1129-46-0 ]
[ 1912-23-8 ]

References: [1]Journal of the Chemical Society. Chemical communications,1995,p. 301 - 302.
[2]Russian Chemical Bulletin,2021,vol. 70,p. 900 - 907.
Izv. Akad. Nauk, Ser. Khim.,2021,p. 900 - 907.
[3]Chirality,2022.

17
[ 513-49-5 ]
[ 1129-46-0 ]
(R)-N-((S)-sec-Butyl)-2-phenoxy-propionamide [ No CAS ]