[ CAS No. 72130-68-8 ] {[proInfo.proName]}

Name: 72130-68-8|Ethyl 7-hydroxy-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylate|95%
Brand: Ambeed
SKU: A998512
Price: 35.0 USD
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3d Animation Molecule Structure of 72130-68-8

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Quality Control of [ 72130-68-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 72130-68-8 ]

SDS Specification

Alternatived Products of [ 72130-68-8 ]

Product Details of [ 72130-68-8 ]

CAS No. :	72130-68-8	MDL No. :	MFCD03085738
Formula :	C₁₁H₁₃NO₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	NWSKLPDPUFBJDU-UHFFFAOYSA-N
M.W :	223.23	Pubchem ID :	54680554
Synonyms :

Calculated chemistry of [ 72130-68-8 ] Expand+

Physicochemical Properties

Num. heavy atoms :	16
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.45
Num. rotatable bonds :	3
Num. H-bond acceptors :	4.0
Num. H-bond donors :	1.0
Molar Refractivity :	57.73
TPSA :	68.53 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.21 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.82
Log Po/w (XLOGP3) :	0.64
Log Po/w (WLOGP) :	0.68
Log Po/w (MLOGP) :	0.89
Log Po/w (SILICOS-IT) :	1.35
Consensus Log Po/w :	1.07

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.71
Solubility :	4.39 mg/ml ; 0.0196 mol/l
Class :	Very soluble
Log S (Ali) :	-1.65
Solubility :	4.95 mg/ml ; 0.0222 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.85
Solubility :	3.15 mg/ml ; 0.0141 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.43

Safety of [ 72130-68-8 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362	UN#:
Hazard Statements:	H315-H319	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 72130-68-8 ]

* 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 [ 72130-68-8 ]

[ 72130-68-8 ] Synthesis Path-Downstream 1~23

1
[ 5264-35-7 ]
[ 105-50-0 ]
[ 72130-68-8 ]

Yield	Reaction Conditions	Operation in experiment
24%	With triethylamine; at 20℃;	Triethylamine is added to a mixture of 5-methoxy-3,4-dihydro-2H-pyrrole (73 g, 0.73 mmol) and 3-oxopentanedioic acid diethyl ester (200 g, 0.99 mmol) at room temperature. The resulting solution is stirred for 5 days after which the reaction mixture is filtered to give 39 g (24% yield) of 7-hydroxy-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid ethyl ester as a white solid. The NMR spectrum of the title compound is according to theory.1H NMR (CDCl3, 300 MHZ): δ 11.4 (s, 1H), 5.80 (s, 1H), 4.40 (q, 2H), 4.15 (t, 2H), 3.50 (t, 2H), 2.3-2.15 (m, 2H), 1.40 (t, 3H).
24%	With triethylamine; at 20℃; for 120.0h;	Triethylamine is added to a mixture of 5 -methoxy-3,4-dihydro-2H- pyrrole (SM-2: 73 g, 0.73 mmol) and 3-oxopentanedioic acid diethyl ester (200 g, 0.99 mmol) at room temperature. The resulting solution is stirred for 5 days after which the reaction mixture is filtered to give 39 g (24% yield) of 7-hydroxy-5-oxo-l,2,3,5-tetrahydro-indolizine-8- carboxylic acid ethyl ester as a white solid. The NMR spectrum of the title compound is consistent with the structure.1H NMR (CDCI3, 300 MHZ): δ 11.4 (s, 1H), 5.80 (s, 1H), 4.40 (q, 2H), 4. 15 (t, 2H), 3.50 (t, 2H), 2.3-2.15 (m, 2H), 1.40 (t, 3H).
2.52 g	With triethylamine; at 20 - 35℃;	To a flask containing 18-1 (2.87 g, 28.9 mmol) at room temperature, diethyl 1,3-acetonedicarboxylate (7.90 mL, 43.4 mmol) and triethylamine (0.45 mL, 3.2 mmol) were added. The mixture was stirred at room temperature overnight then was heated to 35 C. for 3 days. The mixture was cooled to room temperature and diluted with ether. The resulting suspension was filtered, washing with ether. Additional solid precipitated from the filtrate which was collected by filtration. The combined solids were dried under vacuum to give ethyl 7-hydroxy-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylate (18-2, 2.52 g) as a white solid.

Reference： [1]European Journal of Medicinal Chemistry,1987,vol. 22,p. 505 - 510
[2]Journal of Organic Chemistry,1995,vol. 60,p. 2912 - 2915
[3]Patent: US2009/275606,2009,A1 .Location in patent: Page/Page column 18
[4]Patent: WO2011/67348,2011,A2 .Location in patent: Page/Page column 16; 26
[5]Patent: US2018/312523,2018,A1 .Location in patent: Paragraph 1811; 1813

2
[ 72130-68-8 ]
[ 116993-46-5 ]

Reference： [1]European Journal of Medicinal Chemistry,1987,vol. 22,p. 505 - 510

3
[ 72130-68-8 ]
[ 74-88-4 ]
[ 116993-42-1 ]

Yield	Reaction Conditions	Operation in experiment
38%		A solution of <strong>[72130-68-8]7-hydroxy-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid ethyl ester</strong> (7.5 g, 33.6 mmol) in THF is added dropwise at 0 C. to a stirred suspension of sodium hydride in THF under an inert atmosphere. The reaction mixture is allowed to warm to ambient temperature and is then treated with iodomethane. The resulting reaction mixture is stirred for 2 days (TLC monitoring, 100% EtOAc) and then is quenched with ice. The volatiles are removed under reduced pressure and the remaining aqueous phase is extracted with ethyl acetate. The combined organic extracts are washed with brine and concentrated. Column chromatography of the crude product on silica gel (70% ethyl acetate in hexane) yields 38% of the title compound.1H NMR (DMSO-D6): δ 11.5 (s, 1H), 4.3 (q, 2H), 4.0 (t, 2H), 3.48 (t, 2H), 2.1 (q, 2H), 1.8, (s, 3H), 1.3 (t, 3H).
38%		Example 1Preparation of 7-f(4-Bromo-2-fluorophenyl)amino]-l,2,3,5-tetrahydro-N-(2-hydroxyethoxy)- 6-methyl-5-oxo-8-indolizinecarboxamide (Compound 1- Forml-A) : (Compound 1)Step l: Preparation of Intermediate 7-Hydroxy-6-methyl-5-oxo-l,2,3,5-tetrahydro- indolizine-8-carboxylic acid ethyl ester (I- la):A solution of 7-hydroxy-5-oxo- l, 2, 3, 5-tetrahydro-indolizine-8-carboxylic acid ethyl ester (SM- 1: 7.5 g, 33.6 mmol) in THF is added dropwise at 0C to a stirred suspension of sodium hydride in THF under an inert atmosphere. The reaction mixture was allowed to warm to ambient temperature and then treated with iodomethane. The resulting reaction mixture was stirred for 2 days (TLC monitoring, 100% EtOAc) and then quenched with ice. The volatiles were removed in vacuo and the remaining aqueous phase extracted with ethyl acetate. The combined organic extracts were washed with brine and concentrated. Column chromatography of the crude product on silica gel (70% ethyl acetate in hexane) yielded 38% of the title compound.1H NMR (DMSO-D6): δ 11.5 (s, 1H), 4.3 (q, 2H), 4.0 (t, 2H), 3.48 (t, 2H), 2.1 (q, 2H), 1.8, (s, 3H), 1.3 (t, 3H).
38%		A solution of 7-hydroxy-5-oxo- l, 2, 3, 5-tetrahydro-indolizine-8-carboxylic acid ethyl ester (SM- 1: 7.5 g, 33.6 mmol) in THF is added dropwise at 0C to a stirred suspension of sodium hydride in THF under an inert atmosphere. The reaction mixture was allowed to warm to ambient temperature and then treated with iodomethane. The resulting reaction mixture was stirred for 2 days (TLC monitoring, 100% EtOAc) and then quenched with ice. The volatiles were removed in vacuo and the remaining aqueous phase extracted with ethyl acetate. The combined organic extracts were washed with brine and concentrated. Column chromatography of the crude product on silica gel (70% ethyl acetate in hexane) yielded 38% of the title compound.1H NMR (DMSO-D6): δ 11.5 (s, 1H), 4.3 (q, 2H), 4.0 (t, 2H), 3.48 (t, 2H), 2.1 (q, 2H), 1.8, (s, 3H), 1.3 (t, 3H).

Reference： [1]Journal of Organic Chemistry,1995,vol. 60,p. 2912 - 2915
[2]Patent: US2009/275606,2009,A1 .Location in patent: Page/Page column 22; 80
[3]Patent: WO2011/67356,2011,A2 .Location in patent: Page/Page column 17
[4]Patent: WO2011/67348,2011,A2 .Location in patent: Page/Page column 14; 21

5
[ 35150-22-2 ]
[ 1663-67-8 ]
[ 72130-68-8 ]

Reference： [1]Tetrahedron Letters,2001,vol. 42,p. 1757 - 1759
[2]Tetrahedron,2002,vol. 58,p. 2821 - 2829

6
[ 72130-68-8 ]
[ 58156-35-7 ]

Yield	Reaction Conditions	Operation in experiment
700 mg	With hydrogenchloride; In water;Reflux;	A solution of 18-2 (1.00 g, 4.5 mmol) in 298 concentrated hydrochloric acid (15 mL) was heated to reflux overnight then concentrated to dryness to give 299 7-hydroxy-2,3-dihydroindolizin-5(1H)-one (18-3, 700 mg). This material was used without purification.

Reference： [1]European Journal of Medicinal Chemistry,1987,vol. 22,p. 505 - 510
[2]Patent: US2018/312523,2018,A1 .Location in patent: Paragraph 1811; 1814

7
[ 72130-68-8 ]
[ 116993-49-8 ]

Reference： [1]European Journal of Medicinal Chemistry,1987,vol. 22,p. 505 - 510

8
[ 72130-68-8 ]
[ 116993-48-7 ]

Reference： [1]European Journal of Medicinal Chemistry,1987,vol. 22,p. 505 - 510

9
[ 72130-68-8 ]
[ 1193488-45-7 ]

Yield	Reaction Conditions	Operation in experiment
74%	With triethylamine; trichlorophosphate; for 14.0h;Product distribution / selectivity;	To a suspension of <strong>[72130-68-8]7-hydroxy-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid ethyl ester</strong> (500 mg, 2.2 mmol) in POCl3 (2 g, 13.4 mmol) is added TEA (0.226 g, 2.2 mmol) and the reaction mixture is stirred for 14 hours. The reaction mass is poured into ice water and the pH of the mixture is adjusted to 7 with an aqueous K2CO3 solution. The reaction mixture is extracted with EtOAc and the combined organic extracts are dried (anhydrous Na2SO4) and concentrated. The title compound is obtained in 74% yield, following purification by column chromatography on silica gel (1:1 EtOAc-hexane, v/v).LC-MS purity: 100%, m/z=242, (M+)1H NMR (CDCl3, 300 MHZ): 6.60 (s, 1H), 4.40 (q, 2H), 4.12 (t, 2H), 3.50 (t, 2H), 2.32-2.19 (m, 2H), 1.40 (t, 3H).

Reference： [1]Patent: US2009/275606,2009,A1 .Location in patent: Page/Page column 20

10
[ 72130-68-8 ]
7-chloro-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53.5%	With triethylamine; trichlorophosphate; at 20℃; for 16.0h;Inert atmosphere;	TEA (58.27 mmol, 8.4 mL) were added to a stirred solution of <strong>[72130-68-8]7-hydroxy-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid ethyl ester</strong> (13 g, 58.27 mmol) in distilled POCl3 (32 ml, 349 mmol) and the reaction mixture was stirred for 16 hrs at room temperature under nitrogen atmosphere. POCl3 was distilled, the reaction mixture was poured into an ice cold water and basified with saturated K2CO3 solution to a pH of about 8.5. The reaction mixture was extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4 and concentrated. The concentrate was purified by column chromatography (using silica gel, 75% ethyl acetate in hexane as the eluant) to afford 7.5 mg (53.5% yield) of 7-chloro-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid ethyl ester as a yellow solid.1H NMR (DMSO-D6, 300 M): δ 6.6-6.5 (br s, 1H), 4.4-4.3 (m, 2H), 4.2-4.1 (m, 2H), 3.5-3.3 (t, 2H), 2.3-2.2 (m, 2H), 1.4-1.3 (t, 2H)

Reference： [1]Patent: US2009/275606,2009,A1 .Location in patent: Page/Page column 31-32

11
[ 358-23-6 ]
[ 72130-68-8 ]
[ 1193488-44-6 ]

Yield	Reaction Conditions	Operation in experiment
73.0%	With triethylamine; In dichloromethane; at -78 - 20℃;Product distribution / selectivity;	TEA (5.082 g, 0.0502242 mol) was added to a solution of 7-hydroxy-6-methyl-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid ethyl ester (7.0 g, 0.031 mol) dissolved in DCM (70 mL) and the reaction mixture was cooled to -78 C. Triflic anhydride (11.51 g, 0.041 mol) were added to the reaction mixture and the reaction mixture was stirred for 16 hours at ambient temperature. The reaction mixture was washed with sodium bicarbonate solution (20 mL) and the organic layer was dried and concentrated. The concentrate was purified by column chromatography (using silica gel, 5% MeOH in CHCl3 as eluant) to afford 7.78 g (73.0% yield) of 5-oxo-7-trifluoromethanesulfonyloxy-1,2,3,5-tetrahydro-indolizine-8-carboxyllic acid ethyl ester as the required product.1H NMR (CDCl3, 300 M): 6.3 (s, 1H), 4.4 (q, 2H), 4.2 (t, 2H), 3.5 (t, 2H), 2.35 (q, 3H), 1.4 (t, 3H).
48%	With triethylamine; In dichloromethane; at -78 - 20℃; for 12.3333h;	A stirred solution of 7-hydroxy-5-oxo-l,2,3,5-tetrahydro-indolizine-8-carboxylic acid ethyl ester (1-3 : 60 mg, 0.2 mmol) and triethylamine (30 mg, 0.4 mmol) in 5 mL of dichloromethane is cooled to -78C. Triflic anhydride (91 mg, 0.32 mmol) is then added dropwise over 20 minutes and the resulting reaction mixture is stirred for 12 hours at ambient temperature with TLC monitoring (100% EtOAc). The reaction mixture is washed with aqueous sodium bicarbonate solution (4 mL) and water (4 mL). The organic layer is dried over anhydrous Na2SC)4, concentrated and the resulting product is purified via column chromatography on silica gel (60-120 mesh) using 15% ethyl acetate in hexane as eluant to afford 40 mg (48% yield) of the title compound.LC-MS purity: 95 %, m/z 356 (M+l).1H NMR (CDCl3j 300 MHZ): δ 6.15 (s, 1H), 4.40 (q, 2H), 4.20 (t, 2H), 3.58 (t, 2H), 2.32-2.2 (m, 2H), 1.40 ( t, 3H).

Reference： [1]Patent: US2009/275606,2009,A1 .Location in patent: Page/Page column 60-62
[2]Patent: WO2011/67348,2011,A2 .Location in patent: Page/Page column 16; 27

12
[ 72130-68-8 ]
[ 1150098-45-5 ]

Reference： [1]Patent: WO2011/67356,2011,A2
[2]Patent: WO2011/67356,2011,A2
[3]Patent: WO2011/67356,2011,A2
[4]Patent: WO2011/67356,2011,A2
[5]Patent: WO2011/67348,2011,A2
[6]Patent: WO2011/67348,2011,A2
[7]Patent: WO2011/67348,2011,A2
[8]Patent: WO2011/67348,2011,A2

13
[ 72130-68-8 ]
[ 1150098-35-3 ]

Reference： [1]Patent: WO2011/67356,2011,A2
[2]Patent: WO2011/67348,2011,A2

14
[ 72130-68-8 ]
[ 1150098-36-4 ]

Reference： [1]Patent: WO2011/67356,2011,A2
[2]Patent: WO2011/67348,2011,A2

15
[ 72130-68-8 ]
[ 1193487-30-7 ]

Reference： [1]Patent: WO2011/67348,2011,A2

16
[ 72130-68-8 ]
[ 1193487-31-8 ]

Reference： [1]Patent: WO2011/67348,2011,A2

17
[ 72130-68-8 ]
[ 1193487-43-2 ]

Reference： [1]Patent: WO2011/67356,2011,A2
[2]Patent: WO2011/67356,2011,A2
[3]Patent: WO2011/67348,2011,A2
[4]Patent: WO2011/67348,2011,A2

18
[ 72130-68-8 ]
[ 1193487-42-1 ]

Reference： [1]Patent: WO2011/67356,2011,A2
[2]Patent: WO2011/67348,2011,A2

19
[ 72130-68-8 ]
[ 1193488-47-9 ]

Reference： [1]Patent: WO2011/67356,2011,A2
[2]Patent: WO2011/67348,2011,A2

20
[ 72130-68-8 ]
[ 1193488-35-5 ]

Reference： [1]Patent: WO2011/67356,2011,A2
[2]Patent: WO2011/67356,2011,A2
[3]Patent: WO2011/67348,2011,A2
[4]Patent: WO2011/67348,2011,A2

21
[ 72130-68-8 ]
[ 1193487-32-9 ]

Reference： [1]Patent: WO2011/67348,2011,A2

22
[ 72130-68-8 ]
7-(4-bromo-2-fluorophenylamino)-N-(2-hydroxyethoxy)-6-methyl-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxamide sodium salt [ No CAS ]

Reference： [1]Patent: WO2011/67348,2011,A2
[2]Patent: WO2011/67348,2011,A2
[3]Patent: WO2011/67348,2011,A2
[4]Patent: WO2011/67348,2011,A2

23
[ 72130-68-8 ]
7-(4-bromo-2-fluoro-phenylamino)-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid cyclopropylmethoxy-amide sodium salt [ No CAS ]

Reference： [1]Patent: WO2011/67348,2011,A2

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Technical Information

• Acyl Group Substitution • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Alcohols are Weakly Basic • Alcohols as Acids • Alcohols Convert Acyl Chlorides into Esters • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alcohols React with PX3 • Alcoholysis of Anhydrides • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldol Addition • Alkene Hydration • Alkene Hydration • Amide Hydrolysis • Amide Hydrolysis • Amides Can Be Converted into Aldehydes • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • Appel Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Bouveault-Blanc Reduction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Carboxylic Acids React with Alcohols to Form Esters • Catalytic Hydrogenation • Chan-Lam Coupling Reaction • Chloroalkane Synthesis with SOCI2 • Chromium Reagents for Alcohol Oxidation • Chugaev Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Complex Metal Hydride Reductions • Convert Esters into Aldehydes Using a Milder Reducing Agent • Convert Haloalkanes into Alcohols by SN2 • Corey-Kim Oxidation • Decarboxylation of 3-Ketoacids Yields Ketones • Decomposition of Lithium Aluminum Hydride by Protic Solvents • Deprotection of Cbz-Amino Acids • Dess-Martin Oxidation • Ester Cleavage • Ester Hydrolysis • Esters Are Reduced by LiAlH4 to Give Alcohols • Esters Hydrolyze to Carboxylic Acids and Alcohols • Ether Synthesis by Oxymercuration-Demercuration • Ethers Synthesis from Alcohols with Strong Acids • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylations Using Alcohols • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • Grignard Reagents Transform Esters into Alcohols • Grignard Reagents Transform Esters into Alcohols • Haloalcohol Formation from an Alkene Through Electrophilic Addition • Halogen and Alcohols Add to Alkenes by Electrophilic Attack • Halogen and Alcohols Add to Alkenes by Electrophilic Attack • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Hofmann Rearrangement • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydroboration-Oxidation • Hydroboration-Oxidation • Hydrolysis of Haloalkanes • Jones Oxidation • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Lawesson's Reagent • Martin's Sulfurane Dehydrating Reagent • Mitsunobu Reaction • Moffatt Oxidation • Osmium Tetroxide Reacts with Alkenes to Give Vicinal Diols • Osmium TetroxideReacts with Alkenes to Give Vicinal Diols • Oxidation of Alcohols by DMSO • Oxymercuration-Demercuration • Preparation of Alcohols • Preparation of Alkenes by Dehydration of Alcohols • Preparation of Alkenes by Dehydration of Alcohols • Preparation of Alkoxides with Alkyllithium • Preparation of Amines • Primary Ether Cleavage with Strong Nucleophilic Acids • Reactions of Alcohols • Reactions of Amines • Reactions with Organometallic Reagents • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reduction of an Ester to an Alcohol • Reduction of an Ester to an Aldehyde • Reduction of Carboxylic Acids by LiAlH4 • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Ring Opening of an Oxacyclopropane by Lithium Aluminum Hydride • Ritter Reaction • Sharpless Olefin Synthesis • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Swern Oxidation • Synthesis of Alcohols from Tertiary Ethers • Synthesis of an Alkyl Sulfonate • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • The Nucleophilic Opening of Oxacyclopropanes • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Transesterification • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Vicinal Anti Dihydroxylation of Alkenes • Williamson Ether Syntheses

Historical Records

Related Functional Groups of
[ 72130-68-8 ]

Alcohols

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Esters

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Ethyl 7-hydroxy-6-methyl-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylate

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Related Parent Nucleus of
[ 72130-68-8 ]

Other Aromatic Heterocycles

[ 37704-45-3 ]

Methyl 7-hydroxy-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylate

Similarity: 0.98

[ 116993-42-1 ]

Ethyl 7-hydroxy-6-methyl-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylate

Similarity: 0.96

[ 37704-44-2 ]

Methyl 2-hydroxy-4-oxo-4,6,7,8,9,10-hexahydropyrido[1,2-a]azepine-1-carboxylate

Similarity: 0.95

[ 1447607-35-3 ]

Methyl 7-hydroxy-6-methyl-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylate

Similarity: 0.94

[ 15997-31-6 ]

Methyl 8-hydroxy-6-oxo-2,3,4,6-tetrahydro-1H-quinolizine-9-carboxylate

Similarity: 0.94

Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
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. 72130-68-8 ] {[proInfo.proName]}

Quality Control of [ 72130-68-8 ]

Related Doc. of [ 72130-68-8 ]

Product Details of [ 72130-68-8 ]

Calculated chemistry of [ 72130-68-8 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 72130-68-8 ]

Application In Synthesis of [ 72130-68-8 ]

[ 72130-68-8 ] Synthesis Path-Downstream 1~23

Technical Information

Related Functional Groups of [ 72130-68-8 ]

Alcohols

Amides

Esters

Related Parent Nucleus of [ 72130-68-8 ]

Other Aromatic Heterocycles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 72130-68-8 ]

Related Parent Nucleus of
[ 72130-68-8 ]