[ CAS No. 182491-21-0 ]

Name: 182491-21-0|4-Phenyltetrahydro-2H-pyran-4-carboxylic acid|95%
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Quality Control of [ 182491-21-0 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 182491-21-0 ]

Product Details of [ 182491-21-0 ]

CAS No. :	182491-21-0	MDL No. :	MFCD00085758
Formula :	C₁₂H₁₄O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	BWHJLSRDMNLSET-UHFFFAOYSA-N
M.W :	206.24	Pubchem ID :	4138553
Synonyms :

Calculated chemistry of [ 182491-21-0 ]

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.42
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	56.07
TPSA :	46.53 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.44 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.61
Log Po/w (XLOGP3) :	1.58
Log Po/w (WLOGP) :	1.82
Log Po/w (MLOGP) :	1.59
Log Po/w (SILICOS-IT) :	2.38
Consensus Log Po/w :	1.79

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.28
Solubility :	1.09 mg/ml ; 0.00527 mol/l
Class :	Soluble
Log S (Ali) :	-2.17
Solubility :	1.4 mg/ml ; 0.00679 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.89
Solubility :	0.263 mg/ml ; 0.00128 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.89

Safety of [ 182491-21-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 182491-21-0 ]

* 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 [ 182491-21-0 ]

[ 182491-21-0 ] Synthesis Path-Downstream 1~13

1
[ 1202-81-9 ]
[ 182491-21-0 ]

Yield	Reaction Conditions	Operation in experiment
77.27%	With water monomer; potassium hydroxide In ethanol for 48h; Reflux;	2-1 Example 2-1 In a 250ml single-neck bottle, put 4-phenyltetrahydro-2H-pyran-4-carbonitrile(10g.53.43mmol) dissolved in 50ml ethanol ,KOH (9g.16.03mmol) Dissolve in water (45ml) solution and add the reaction solution, Stir and heat to reflux for two days, TLC/LC-MS monitoring, after the reaction, the solvent was spin-dried, the residue was dissolved in 30 ml of water, the pH value was adjusted to 3-4 with hydrochloric acid, a white solid was precipitated, filtered, washed with water, and the filter cake was dried to obtain the compound4-Phenyltetrahydro-2H-pyran-4-carboxylic acid (8.5g.41.26mmol),Yield 77.27%,
	With potassium hydroxide at 200℃;
	With potassium hydroxide; i-Amyl alcohol

Reference： [1]Current Patent Assignee: SHANGHAI MACKLIN BIOCHEMICAL - CN113979977, 2022, A Location in patent: Paragraph 0084-0088
[2]Eisleb [Chemische Berichte, 1941, vol. 74, p. 1433,1449]
[3]Burger et al. [Journal of the American Chemical Society, 1950, vol. 72, p. 5512,5514]

2
[ 833439-14-8 ]
[ 182491-21-0 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide at 200℃;
	With potassium hydroxide at 200℃;

Reference： [1]Current Patent Assignee: WINTHROP CHEM - US2242575, 1939, A
[2]Current Patent Assignee: I.G. FARBENINDUSTRIE AG (historic) - DE682078, 1938, C

3
[ 182491-21-0 ]
[ 4535-86-8 ]
4-phenyl-tetrahydro-pyran-4-carboxylic acid-(2-dipropylamino-ethyl ester) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium methylate; isopropyl alcohol

Reference： [1]Current Patent Assignee: PFIZER INC - US2774765, 1954, A

4
[ 182491-21-0 ]
[ 100119-45-7 ]

Yield	Reaction Conditions	Operation in experiment
	With thionyl chloride
	With chlorinating agent In dichloromethane at 0℃;
	With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3h; Cooling with ice;

Reference： [1]Eisleb [Chemische Berichte, 1941, vol. 74, p. 1433,1449]
[2]Tng, Jiahui; Lim, Junxian; Wu, Kai-Chen; Lucke, Andrew J.; Xu, Weijun; Reid, Robert C.; Fairlie, David P. [Journal of Medicinal Chemistry, 2020, vol. 63, # 11, p. 5956 - 5971]
[3]Cheng, Xiu-Fen; Yu, Ting; Liu, Yi; Wang, Nan; Chen, Zhenzhen; Zhang, Guang-Lu; Tong, Lili; Tang, Bo [Organic Letters, 2022, vol. 24, # 11, p. 2087 - 2092]

5
[ 182491-21-0 ]
[ 88782-31-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: thionyl chloride

Reference： [1]Eisleb [Chemische Berichte, 1941, vol. 74, p. 1433,1449]

6
[ 140-29-4 ]
[ 182491-21-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: sodium amide; toluene 2: methanol. KOH-solution / 200 °C
	Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl acetamide / 0.5 h / -10 °C / Inert atmosphere 1.2: -10 - 20 °C / Inert atmosphere 2.1: water monomer; potassium hydroxide / ethanol / 48 h / Reflux

Reference： [1]Eisleb [Chemische Berichte, 1941, vol. 74, p. 1433,1449]
[2]Current Patent Assignee: SHANGHAI MACKLIN BIOCHEMICAL - CN113979977, 2022, A

7
[ 182491-21-0 ]
[ 163084-89-7 ]
(2S,4S)-benzyl-2-(tert-butyl)-5-oxo-4-((4-phenyltetrahydro-2H-pyran-4-yl)methyl)oxazolidine-3-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With dipotassium hydrogenphosphate In dimethyl sulfoxide at 42℃; for 16h; Sealed tube; Inert atmosphere; Irradiation; diastereoselective reaction;

Reference： [1]Merkens, Kay; Aguilar Troyano, Francisco José; Djossou, Jonas; Gómez-Suárez, Adrián [Advanced Synthesis and Catalysis, 2020, vol. 362, # 12, p. 2354 - 2359]

8
[ 101-41-7 ]
[ 182491-21-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C 1.2: 1-halo-2-(2-haloethoxy)ethane / 18.17 h / 0 - 50 °C 2.1: sodium hydroxide / methanol; water / 3 h / Reflux

Reference： [1]Tng, Jiahui; Lim, Junxian; Wu, Kai-Chen; Lucke, Andrew J.; Xu, Weijun; Reid, Robert C.; Fairlie, David P. [Journal of Medicinal Chemistry, 2020, vol. 63, # 11, p. 5956 - 5971]

9
C₁₃H₁₆O₃ [ No CAS ]
[ 182491-21-0 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide In methanol; water for 3h; Reflux;

Reference： [1]Tng, Jiahui; Lim, Junxian; Wu, Kai-Chen; Lucke, Andrew J.; Xu, Weijun; Reid, Robert C.; Fairlie, David P. [Journal of Medicinal Chemistry, 2020, vol. 63, # 11, p. 5956 - 5971]

10
[ 182491-21-0 ]
N-(4-(hydroxycarbamoyl)phenyl)-4-phenyltetrahydro-2H-pyran-4-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: chlorinating agent / dichloromethane / 0 °C 2: dichloromethane / 1.17 h / 0 - 20 °C / Alkaline conditions 3: hydroxylamine; sodium hydroxide / methanol; water / 0.75 h / 20 °C

Reference： [1]Tng, Jiahui; Lim, Junxian; Wu, Kai-Chen; Lucke, Andrew J.; Xu, Weijun; Reid, Robert C.; Fairlie, David P. [Journal of Medicinal Chemistry, 2020, vol. 63, # 11, p. 5956 - 5971]

11
[ 182491-21-0 ]
ethyl 4-(4-phenyltetrahydro-2H-pyran-4-carboxamido)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: chlorinating agent / dichloromethane / 0 °C 2: dichloromethane / 1.17 h / 0 - 20 °C / Alkaline conditions

Reference： [1]Tng, Jiahui; Lim, Junxian; Wu, Kai-Chen; Lucke, Andrew J.; Xu, Weijun; Reid, Robert C.; Fairlie, David P. [Journal of Medicinal Chemistry, 2020, vol. 63, # 11, p. 5956 - 5971]

12
[ 182491-21-0 ]
C₁₈H₁₆O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C / Cooling with ice 2: anhydrous sodium carbonate / toluene; water monomer / 0 - 20 °C 3: palladium diacetate; copper (II) acetate; copper chloride (II); caesium fluoride; caesium acetate / acetonitrile; Cyclopentane / 24 h / 120 °C / Sealed tube

Reference： [1]Cheng, Xiu-Fen; Yu, Ting; Liu, Yi; Wang, Nan; Chen, Zhenzhen; Zhang, Guang-Lu; Tong, Lili; Tang, Bo [Organic Letters, 2022, vol. 24, # 11, p. 2087 - 2092]

13
[ 182491-21-0 ]
C₁₃H₁₇NO₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C / Cooling with ice 2: anhydrous sodium carbonate / toluene; water monomer / 0 - 20 °C

Reference： [1]Cheng, Xiu-Fen; Yu, Ting; Liu, Yi; Wang, Nan; Chen, Zhenzhen; Zhang, Guang-Lu; Tong, Lili; Tang, Bo [Organic Letters, 2022, vol. 24, # 11, p. 2087 - 2092]

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H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 182491-21-0 ]

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Product Details of [ 182491-21-0 ]

Calculated chemistry of [ 182491-21-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 182491-21-0 ]

Application In Synthesis of [ 182491-21-0 ]

[ 182491-21-0 ] Synthesis Path-Downstream 1~13

Related Functional Groups of [ 182491-21-0 ]

Aryls

Carboxylic Acids

Related Parent Nucleus of [ 182491-21-0 ]

Tetrahydropyrans

Precautionary Statements-General

Prevention

Response

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Inquiry

Related Functional Groups of
[ 182491-21-0 ]

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[ 182491-21-0 ]