[ CAS No. 52267-39-7 ] {[proInfo.proName]}

Name: 52267-39-7|Benzyl methyl malonate|98%
Brand: Ambeed
SKU: A368064
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Quality Control of [ 52267-39-7 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 52267-39-7 ]

Product Details of [ 52267-39-7 ]

CAS No. :	52267-39-7	MDL No. :	MFCD00008461
Formula :	C₁₁H₁₂O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	IAUZDBFOEWAQFE-UHFFFAOYSA-N
M.W :	208.21	Pubchem ID :	572135
Synonyms :

Calculated chemistry of [ 52267-39-7 ]

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.27
Num. rotatable bonds :	6
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	53.21
TPSA :	52.6 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.14 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.06
Log Po/w (XLOGP3) :	2.02
Log Po/w (WLOGP) :	1.14
Log Po/w (MLOGP) :	1.57
Log Po/w (SILICOS-IT) :	1.86
Consensus Log Po/w :	1.73

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.3
Solubility :	1.04 mg/ml ; 0.00497 mol/l
Class :	Soluble
Log S (Ali) :	-2.75
Solubility :	0.369 mg/ml ; 0.00177 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.98
Solubility :	0.219 mg/ml ; 0.00105 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.71

Safety of [ 52267-39-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 52267-39-7 ]

* 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.

Upstream synthesis route of [ 52267-39-7 ]
Downstream synthetic route of [ 52267-39-7 ]

[ 52267-39-7 ] Synthesis Path-Upstream 1~8

1
[ 108-59-8 ]
[ 100-51-6 ]
[ 15014-25-2 ]
[ 52267-39-7 ]

Reference： [1] Organic Preparations and Procedures International, 2000, vol. 32, # 3, p. 272 - 275

2
[ 67-56-1 ]
[ 1416169-71-5 ]
[ 52267-39-7 ]

Yield	Reaction Conditions	Operation in experiment
94%	With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate In water; acetonitrile at 20℃; for 0.0833333 h;	To a 25 mL reaction flask equipped with a magnetic stirrer, 57.2 mg (0.2 mmol) of the 3-iodopropynyl compound represented by Formula 1-B, 12.8 mg (0.4 mmol) of methanol, and 7.2 mg (0.4 mmol) of water were successively added. ),Pd(OAc) 2, 0.45 mg (1 mol percent), DABCO 44.8 mg (0.4 mmol), and then 2 mL of acetonitrile as a reaction solvent,The reaction was stirred at room temperature under air atmosphere for 5 minutes, and the reaction was confirmed by GC or TLC analysis.After the reaction, the mixture was washed with saturated Na2S2O3, extracted with ether and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure.The residue was separated by column chromatography on silica gel (n-hexane/ethyl acetate as eluent) to give the target product 3-F as a colorless liquid, yield 94percent.

Reference： [1] Patent: CN107954872, 2018, A, . Location in patent: Paragraph 0045-0047

3
[ 1621424-09-6 ]
[ 52267-39-7 ]

Reference： [1] ACS Catalysis, 2016, vol. 6, # 6, p. 3994 - 3997

4
[ 67-56-1 ]
[ 2495-35-4 ]
[ 52267-39-7 ]
[ 1621424-09-6 ]

Reference： [1] ACS Catalysis, 2016, vol. 6, # 6, p. 3994 - 3997

5
[ 38330-80-2 ]
[ 100-39-0 ]
[ 52267-39-7 ]

Reference： [1] Canadian Journal of Chemistry, 2001, vol. 79, # 8, p. 1238 - 1258

6
[ 2495-35-4 ]
[ 52267-39-7 ]

Reference： [1] ACS Catalysis, 2016, vol. 6, # 6, p. 3994 - 3997

7
[ 108-59-8 ]
[ 100-51-6 ]
[ 15014-25-2 ]
[ 52267-39-7 ]

Reference： [1] Organic Preparations and Procedures International, 2000, vol. 32, # 3, p. 272 - 275

8
[ 89238-09-5 ]
[ 100-51-6 ]
[ 52267-39-7 ]

Reference： [1] Tetrahedron Letters, 1983, vol. 24, # 49, p. 5525 - 5526

[ 52267-39-7 ] Synthesis Path-Downstream 1~88

1
[ 52267-39-7 ]
[ 132298-11-4 ]
[ 132298-12-5 ]

Reference： [1]Journal of Organic Chemistry,1991,vol. 56,p. 1963 - 1966

2
[ 52267-39-7 ]
[ 118283-56-0 ]

Reference： [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 1935 - 1943

3
[ 52267-39-7 ]
[ 100-52-7 ]
[ 114995-75-4 ]
[ 114995-74-3 ]

Reference： [1]Journal of Organic Chemistry,1988,vol. 53,p. 3408 - 3421

4
[ 52267-39-7 ]
[ 4306-25-6 ]
2-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propionyl]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1993,vol. 58,p. 5732 - 5737

5
[ 89238-09-5 ]
[ 100-51-6 ]
[ 52267-39-7 ]

Reference： [1]Tetrahedron Letters,1983,vol. 24,p. 5525 - 5526

6
[ 52267-39-7 ]
[ 149-73-5 ]
[ 114995-77-6 ]
[ 114995-76-5 ]

Reference： [1]Journal of Organic Chemistry,1988,vol. 53,p. 3408 - 3421

7
[ 52267-39-7 ]
[ 627-11-2 ]
2-[1,3]Dioxolan-2-ylidene-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Synthesis,1995,p. 512 - 514

8
[ 52267-39-7 ]
[ 106-96-7 ]
[ 162107-25-7 ]

Reference： [1]Journal of Organometallic Chemistry,1995,vol. 488,p. 47 - 54

9
[ 52267-39-7 ]
[ 142592-65-2 ]
2-[3-((S)-2,2-Dimethyl-[1,3]dioxan-4-yl)-propyl]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Synthesis,1996,p. 594 - 596

10
[ 52267-39-7 ]
[ 32786-22-4 ]

Reference： [1]Synthetic Communications,1996,vol. 26,p. 3503 - 3509
[2]Journal of Organic Chemistry,2017,vol. 82,p. 8611 - 8616

11
[ 52267-39-7 ]
(S)-4-[(Z)-4-(2-Formyl-phenyl)-but-3-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester [ No CAS ]
2-[1-{2-[(Z)-4-((S)-3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-but-1-enyl]-phenyl}-meth-(E)-ylidene]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 495 - 505

12
[ 52267-39-7 ]
(S)-4-[(E)-5-(3-Formyl-phenyl)-pent-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester [ No CAS ]
2-[1-{3-[(E)-5-((S)-3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-pent-3-enyl]-phenyl}-meth-(Z)-ylidene]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 506 - 514

13
[ 52267-39-7 ]
(S)-4-[(E)-5-(2-Formyl-phenyl)-pent-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester [ No CAS ]
2-[1-{2-[(E)-5-((S)-3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-pent-3-enyl]-phenyl}-meth-(E)-ylidene]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 495 - 505

14
[ 52267-39-7 ]
[ 1026162-88-8 ]
2-[(Z)-5-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-pent-4-en-(E)-ylidene]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 495 - 505

15
[ 52267-39-7 ]
(S)-4-[(Z)-6-(2-Formyl-phenyl)-hex-3-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester [ No CAS ]
2-[1-{2-[(Z)-6-((S)-3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hex-3-enyl]-phenyl}-meth-(E)-ylidene]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 495 - 505

16
[ 52267-39-7 ]
(S)-4-[(E)-6-(3-Formyl-phenyl)-hex-3-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester [ No CAS ]
2-[1-{3-[(E)-6-((S)-3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-hex-3-enyl]-phenyl}-meth-(Z)-ylidene]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 506 - 514

17
[ 52267-39-7 ]
2,2-Dimethyl-4-[2-((Z)-6-oxo-hex-1-enyl)-benzyl]-oxazolidine-3-carboxylic acid tert-butyl ester [ No CAS ]
2-[(Z)-6-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hex-5-en-(E)-ylidene]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 495 - 505

18
[ 52267-39-7 ]
[ 1027589-29-2 ]
2-[(Z)-7-[2-(3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-ylmethyl)-phenyl]-hept-6-en-(E)-ylidene]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1997,vol. 40,p. 495 - 505

19
[ 51673-84-8 ]
[ 52267-39-7 ]
[ 161681-84-1 ]

Reference： [1]Tetrahedron Letters,1996,vol. 37,p. 5683 - 5686

20
[ 700-57-2 ]
[ 2025-95-8 ]
[ 52267-39-7 ]
2-(Adamantan-2-yloxycarbonylamino)-2,3-dihydro-1H-phenalene-2-carboxylic acid [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1997,vol. 7,p. 2009 - 2014

21
[ 52267-39-7 ]
[ 138219-39-3 ]
[ 196212-62-1 ]

Reference： [1]Synthetic Communications,1997,vol. 27,p. 3539 - 3545

22
[ 700-57-2 ]
[ 52267-39-7 ]
[ 91-13-4 ]
2-(Adamantan-2-yloxycarbonylamino)-indan-2-carboxylic acid [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1997,vol. 7,p. 2009 - 2014

23
[ 52267-39-7 ]
Methyl-benzyl-hydroxymalonat [ No CAS ]

Reference： [1]Tetrahedron Letters,1998,vol. 39,p. 2801 - 2804

24
[ 53555-69-4 ]
[ 52267-39-7 ]
2-[(2R,3S,4R,5R)-2,3,4,5,6-Pentaacetoxy-1-hydroxy-hex-(Z)-ylidene]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Carbohydrate Chemistry,1998,vol. 17,p. 1057 - 1081

25
[ 66869-66-7 ]
[ 52267-39-7 ]
2-[(2R,3S,4S,5R)-2,3,4,5,6-Pentaacetoxy-1-hydroxy-hex-(Z)-ylidene]-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Journal of Carbohydrate Chemistry,1998,vol. 17,p. 1057 - 1081

26
[ 5292-43-3 ]
[ 52267-39-7 ]
2-Benzyloxycarbonylsuccinic acid 1-methyl ester 4-tert-butyl ester [ No CAS ]

Reference： [1]Synlett,1999,p. 144 - 146

27
[ 52267-39-7 ]
[ 242792-59-2 ]
[ 242792-64-9 ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 5896 - 5903

28
[ 108-59-8 ]
[ 100-51-6 ]
[ 15014-25-2 ]
[ 52267-39-7 ]

Reference： [1]Organic Preparations and Procedures International,2000,vol. 32,p. 272 - 275

29
[ 52267-39-7 ]
[ 132873-63-3 ]

Yield	Reaction Conditions	Operation in experiment
85%	With bromine; In tetrachloromethane;	EXAMPLE 2 Benzyl methyl bromomalonate Bromine (17.6 g, 0.11 mol) was added to a stirred solution of <strong>[52267-39-7]benzyl methyl malonate</strong> (20.8 g, 0.10 mol) in carbon tetrachloride. After 30 minutes the solvent was removed under reduced pressure to give 28 g of product (85% pure by gc, containing 7% <strong>[52267-39-7]benzyl methyl malonate</strong>) which was used without further purification.

Reference： [1]Patent: US5273975,1993,A
[2]Canadian Journal of Chemistry,2001,vol. 79,p. 1238 - 1258
[3]Angewandte Chemie - International Edition,2016,vol. 55,p. 13436 - 13440
Angew. Chem.,2016,vol. 128,p. 13634 - 13638

30
[ 872-85-5 ]
[ 52267-39-7 ]
2-pyridin-4-ylmethylene-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 1349 - 1354

31
[ 500-22-1 ]
[ 52267-39-7 ]
2-pyridin-3-ylmethylene-malonic acid benzyl ester methyl ester [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 1349 - 1354

32
[ 52267-39-7 ]
[ 261175-07-9 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 1039 - 1042

33
[ 52267-39-7 ]
[ 261176-01-6 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 1039 - 1042

34
[ 52267-39-7 ]
[ 380413-20-7 ]