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Quality Control of [ 13200-60-7 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 13200-60-7 ]

CAS No. :	13200-60-7	MDL No. :	MFCD00955718
Formula :	C₅H₁₁NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	117.15	Pubchem ID :	-
Synonyms :

Safety of [ 13200-60-7 ]

Signal Word:	Class:	N/A
Precautionary Statements:	UN#:	N/A
Hazard Statements:	Packing Group:	N/A

Application In Synthesis of [ 13200-60-7 ]

* 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 [ 13200-60-7 ]
Downstream synthetic route of [ 13200-60-7 ]

[ 13200-60-7 ] Synthesis Path-Upstream 1~1

1
[ 13200-60-7 ]
[ 107-07-3 ]
[ 18424-96-9 ]

Reference： [1] Canadian Journal of Chemistry, 1968, vol. 46, p. 1939 - 1942

[ 13200-60-7 ] Synthesis Path-Downstream 1~34

1
[ 2460-58-4 ]
[ 13200-60-7 ]
[ 101891-42-3 ]
[ 101891-42-3 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1957,vol. 76,p. 523,527

2
[ 500-98-1 ]
[ 13200-60-7 ]
N-methyl-N-(N-phenylacetyl-glycyl)-glycine ethyl ester [ No CAS ]

Reference： [1]Justus Liebigs Annalen der Chemie,1951,vol. 572,p. 96,105

3
[ 13200-60-7 ]
[ 420-04-2 ]
[ 60-27-5 ]

Reference： [1]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1928,vol. 175,p. 73

4
[ 13200-60-7 ]
[ 420-04-2 ]
[ 113-00-8 ]
[ 60-27-5 ]

Reference： [1]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1928,vol. 175,p. 73

5
[ 13200-60-7 ]
[ 113-00-8 ]
[ 60-27-5 ]

Reference： [1]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1928,vol. 173,p. 55
Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie,1928,vol. 175,p. 71
[2]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1928,vol. 175,p. 73

6
[ 13200-60-7 ]
[ 29509-06-6 ]
[((E)-2-Cyano-1-isopropyl-vinyl)-methyl-amino]-acetic acid ethyl ester [ No CAS ]

Reference： [1]Journal of the Chemical Society C: Organic,1970,p. 2409 - 2412

7
[ 13200-60-7 ]
[ 107-07-3 ]
[ 18424-96-9 ]

Reference： [1]Canadian Journal of Chemistry,1968,vol. 46,p. 1939 - 1942

8
[ 130-03-0 ]
[ 13200-60-7 ]
[ 5076-82-4 ]
[ 85869-47-2 ]

Reference： [1]Journal of Heterocyclic Chemistry,1983,vol. 20,p. 49 - 53

9
[ 25090-33-9 ]
[ 13200-60-7 ]
[((Z)-2-Formyl-5-hydroxy-pent-1-enyl)-methyl-amino]-acetic acid ethyl ester [ No CAS ]

Reference： [1]Synthesis,1989,p. 337 - 340

10
[ 13200-60-7 ]
[ 67342-99-8 ]
[Methyl-(3-oxo-dodecanoyl)-amino]-acetic acid ethyl ester [ No CAS ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1984,vol. 32,p. 4197 - 4204

11
[ 13200-60-7 ]
[ 17823-69-7 ]
[ 124476-14-8 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1988,vol. 330,p. 1015 - 1021

12
[ 13200-60-7 ]
[ 5466-31-9 ]
[ 148887-65-4 ]

Reference： [1]European Journal of Medicinal Chemistry,1992,vol. 27,p. 977 - 984

13
[ 13200-60-7 ]
[ 103914-52-9 ]
[ 148887-72-3 ]

Yield	Reaction Conditions	Operation in experiment
68%	With dicyclohexyl-carbodiimide In tetrahydrofuran; acetonitrile for 4h; Ambient temperature;

Reference： [1]Nicolaie, E; Guengoer, T; Goyard, J; Cure, G; Fouquet, A; et al. [European Journal of Medicinal Chemistry, 1992, vol. 27, # 9, p. 977 - 984]

14
[ 13200-60-7 ]
[ 33007-99-7 ]
[ 148887-74-5 ]

Yield	Reaction Conditions	Operation in experiment
72%	With dicyclohexyl-carbodiimide In tetrahydrofuran; acetonitrile for 4h; Ambient temperature;

Reference： [1]Nicolaie, E; Guengoer, T; Goyard, J; Cure, G; Fouquet, A; et al. [European Journal of Medicinal Chemistry, 1992, vol. 27, # 9, p. 977 - 984]

15
[ 13200-60-7 ]
[ 391-23-1 ]
[ 148887-76-7 ]

Yield	Reaction Conditions	Operation in experiment
51%	With dicyclohexyl-carbodiimide In tetrahydrofuran; acetonitrile for 4h; Ambient temperature;

Reference： [1]Nicolaie, E; Guengoer, T; Goyard, J; Cure, G; Fouquet, A; et al. [European Journal of Medicinal Chemistry, 1992, vol. 27, # 9, p. 977 - 984]

16
[ 13200-60-7 ]
[ 39856-98-9 ]
[ 85869-36-9 ]
[ 85869-40-5 ]

Reference： [1]Journal of Heterocyclic Chemistry,1983,vol. 20,p. 49 - 53

17
[ 13200-60-7 ]
[ 1647-89-8 ]
[ 148887-67-6 ]

Yield	Reaction Conditions	Operation in experiment
62%	With dicyclohexyl-carbodiimide In tetrahydrofuran; acetonitrile for 4h; Ambient temperature;

Reference： [1]Nicolaie, E; Guengoer, T; Goyard, J; Cure, G; Fouquet, A; et al. [European Journal of Medicinal Chemistry, 1992, vol. 27, # 9, p. 977 - 984]

18
[ 13200-60-7 ]
[ 1676-90-0 ]
[ 155541-37-0 ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 3889 - 3901

19
[ 13200-60-7 ]
[ 107819-90-9 ]
N¹,N²-bis(tert-butoxycarbonyl)-N³-methylguanidino-N³-acetic acid ethyl ester [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 2300 - 2309

20
[ 13200-60-7 ]
[ 38002-87-8 ]
(2RS,3aSR,9bRS)-2-ethoxycarbonyl-1,2,3,3a,4,9b-hexahydro-1,3a-dimethyl[1]benzopyrano[4,3-b]pyrrole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	In xylene at 130℃; for 0.5h; microwave irradiation;

Reference： [1]Bashiardes, George; Safir, Imad; Mohamed, Achmet Said; Barbot, Francis; Laduranty, Joelle [Organic Letters, 2003, vol. 5, # 25, p. 4915 - 4918]

21
[ 13200-60-7 ]
[ 15908-50-6 ]
4-acetyl-1,3-dimethyl-5-methylsulfanyl-1H-pyrrole-2-carboxylic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%	With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 4h;

Reference： [1]Sommen, Geoffroy L.; Cornel, Alain; Kirsch, Gilbert [Synthetic Communications, 2005, vol. 35, # 5, p. 693 - 699]

22
[ 13200-60-7 ]
[ 51725-82-7 ]
1-methyl-3-(α-hydroxy-2'-methylbenzylidene)pyrrolidine-2,4-dione [ No CAS ]

Reference： [1]Molecules,2005,vol. 10,p. 427 - 434

23
[ 13200-60-7 ]
[ 52119-38-7 ]
1-methyl-3-(α-hydroxy-3'-nitrobenzylidene)pyrrolidine-2,4-dione [ No CAS ]

Reference： [1]Molecules,2005,vol. 10,p. 427 - 434

24
[ 13200-60-7 ]
[ 33166-79-9 ]
1-methyl-3-(α-hydroxy-3'-methylbenzylidene)pyrrolidine-2,4-dione [ No CAS ]

Reference： [1]Molecules,2005,vol. 10,p. 427 - 434

25
[ 13200-60-7 ]
[ 77211-75-7 ]
[ 367282-72-2 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol; ethyl acetate;	EXAMPLE XVI 1-benzyloxycarbonyl-4-hydroxy-4-[N-methyl-N-(ethoxycarbonylmethyl)aminomethyl]piperidine A mixture of 2.7 g of sarcosine ethyl ester and 3.09 g of <strong>[77211-75-7]6-benzyloxycarbonyl-1-oxa-6-azaspiro[2.5]octane</strong> in 20 ml of ethanol is heated to 90 C. for 6 hours in a bomb tube. After cooling overnight, the mixture is evaporated down and the residue is purified by chromatography over a silica gel column with cyclohexane/ethyl acetate (1:1). Yield: 1.8 g (25% of theory); mass spectrum (ESI+): m/z=365 [M+H]+; Rf value: 0.35 (silica gel, cyclohexane/ethyl acetate=1:1).

Reference： [1]Patent: US2001/44435,2001,A1

26
[ 13200-60-7 ]
[ 59337-92-7 ]
[ 59804-24-9 ]

Yield	Reaction Conditions	Operation in experiment
	In chloroform;	20 G. of <strong>[59337-92-7]3-chlorosulfonylthiophene-2-carboxylic acid methyl ester</strong> are dissolved in absolute chloroform, whereupon 21 g. of sarcosine ethyl ester are added dropwise during 10 minutes. In so doing, the mixture warms up to 500 C. After 20 minutes, the mixture is cooled, shaken once each time with water, 0.5-N hydrochloric acid and a sodium bicarbonate solution, dried and evaporated. The remaining oil is brought to crystallization with ethanol. There is obtained 3-(N-carbethoxymethyl-N-methyl-sulfamoyl)-thiophene-2-carboxylic acid methyl ester of melting point 84-85 C.

Reference： [1]Patent: US4076709,1978,A

27
[ 13200-60-7 ]
N-cyanomethanimidic acid ethyl ester [ No CAS ]
[ 61982-18-1 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: Sarcosine ethyl ester; N-cyanomethanimidic acid ethyl ester In diethyl ether Stage #2: With sodium ethanolate In diethyl ether; ethanol	Compounds 9 - 25, recited herein below were prepared according to a modification of a method described by Zavialov (I. A. Zavialov, V. H. Dahanukar, H. Nguyen, C. Orr, F Zhang and D. R. Andrews, Org. Lett., 2004, 6, 3017), and which is depicted in the following schemes. The intermediate compound A was formed as a crude salt which was used directly in further reaction without further purification.Alternatively, the compounds maybe prepared according to a modification of the method of Zavaliov et al . (I. A. Zavialov, V. H. Dahanukar, H. Nguyen, C. Orr and D. R. Andrews, Org. Lett. 2004, 6, 2237-2240) wherein theobromine or another xanthine is alkylated on Nl with a urethane-protected bromoalkylamine according to the general procedure of Cavallaro. The resulting substituted urethane derivative is then combined with a protected 4- amino-5-alkoxycarbonylimidazole by analogy with Zavialov to generate an orthogonally functionalised dicaffeine EPO which may then be selectively derivatised at the N3/N7 (N3'/N7') positions

Reference： [1]Current Patent Assignee: UNIVERSITY OF DUNDEE - WO2006/136822, 2006, A1 Location in patent: Page/Page column 41-43

28
4-(4'-trifluoromethoxyphenyl)phenyl methyl sulfone [ No CAS ]
[ 13200-60-7 ]
[ 58742-72-6 ]
N-[2-[formyl(hydroxy)amino]-3-({4-[4-(trifluoromethoxy)phenoxy]phenyl}sulfonyl)propyl]-N-methylmethanesulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		246 N-[2-[formyl(hydroxy)amino]-3-({4-[4-(trifluoromethoxy)phenoxy]phenyl}sulfonyl)propyl]-N-methylmethanesulfonamide EXAMPLE 246 N-[2-[formyl(hydroxy)amino]-3-({4-[4-(trifluoromethoxy)phenoxy]phenyl}sulfonyl)propyl]-N-methylmethanesulfonamide Ethyl [methyl(methylsulfonyl)amino]acetate (prepared from sarcosine ethyl ester and mesyl chloride as in Example 223a) was converted to the title compound following the procedures of Examples 126-A,B and 75-B,C,D, substituting 4-(4'-trifluoromethoxyphenyl)-phenyl methyl sulfone for 4-(4'-trifluoromethylphenyl)-phenyl methyl sulfone. mp135-138° C. 1H NMR (CDCl3) δ 8.28 (s, 1/2H), 7.95 (s, 1/2H), 7.82-7.90 (m, 2H), 7.23-7.31 (m, 2H), 7.05-7.14 (m, 2H), 5.02-5.12 (m, 1/2H), 4.45 (bs, 1/2H), 3.42-3.75 (m, 2H), 3.23-3.40 (m, 2H), 2.80-2.95 (m, 6H) MS (ESI(-)) 525 (M-H). Anal. Calcd for: C19H21F3N2O8S2 C. 43.34; H, 4.02; N, 5.32; F,]0.82; S,12.17. Found: C,43.06; H, 4.18; N, 5.23; F, 11.11; S,12.45.

Reference： [1]Current Patent Assignee: ABBOTT LABORATORIES INC - US6294573, 2001, B1

29
[ 13200-60-7 ]
[ 27460-85-1 ]
[ 1197196-35-2 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In dichloromethane; ethyl acetate at 0 - 20℃;

Reference： [1]Location in patent: experimental part Ohta, Yosuke; Terada, Kayo; Masuda, Toshio; Sanda, Fumio [Heterocycles, 2009, vol. 78, # 10, p. 2523 - 2530]

30
(2S)-2-[(tert-Butoxycarbonyl)amino]-3-[(2-nitrophenyl)sulfonyl]amino}propionic Acid [ No CAS ]
[ 13200-60-7 ]
[ 25952-53-8 ]
[(S)-2-tert-Butoxycarbonylamino-3-(2-nitro-benzenesulfonylamino)-propionyl]-methyl-amino}-acetic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	With benzotriazol-1-ol; In chloroform; water; ethyl acetate; N,N-dimethyl-formamide;	Preparation 79 [(S)-2-tert-Butoxycarbonylamino-3-(2-nitro-benzenesulfonylamino)-propionyl]-methyl-amino}-acetic acid ethyl ester (B) Free basing procedure of Sarcosine ethyl ester: Sarcosine ethyl ester hydrochloride (39.3 g, 256.8 mmol) was dissolved in water (300 mL), washed with Et2O (2100 mL), pH adjusted to ~pH 8, extracted with CHCl3 (3100 mL) and dried over Na2SO4 and finally filtered. To a solution of compound A (10.0 g, 25.7 mmol) in DMF (100 mL) was added HOBt (5.2 g, 38.5 mmol) and the reaction mixture was cooled to -10 C. To this reaction mixture, EDC-HCl (5.4 g, 28.2 mmol) was added in portions over 10 min and stirred at -10 C. for 20 min. To the reaction mixture, Sarcosine ethyl ester (256.8 mmol) in CHCl3 (300 mL) was added drop wise over 30 min. The reaction mixture was stirred at this temperature for 30 min followed by stirring at ambient temperature overnight. Solvents were then removed in vacuo, and the residue was dissolved in EtOAc (500 mL), washed with water (3300 mL), saturated aqueous NaHCO3 (2300 mL) and brine (100 mL). The organic layer was separated, dried over Na2SO4 and concentrated in vacuo to afford compound B (11.5 g, 91%) as a cream solid. LC-MS [M+H] 489.5 (C19H28N4O9S+H, calc: 489.3). Purity>95% (UV/254 nm).

Reference： [1]Patent: US2011/262359,2011,A1

31
[ 13200-60-7 ]
[ 81029-08-5 ]
[ 1426841-92-0 ]

Yield	Reaction Conditions	Operation in experiment
	With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;

Reference： [1]Hwang, Jong Yeon; Attia, Ramy R.; Carrillo, Angela K.; Connelly, Michele C.; Guy, R. Kiplin [Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 6, p. 1891 - 1895]

32
[ 13200-60-7 ]
[ 31737-09-4 ]
ethyl N-(6-hydroxy-3-methyl-2-oxo-2,3-dihydropyrimidin-4-yl)-N-methylglycinate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 2674 - 2687

33
[ 13200-60-7 ]
[ 124-63-0 ]
[ 58742-72-6 ]

Yield	Reaction Conditions	Operation in experiment
70%	With triethylamine In diethyl ether at 20℃; for 2h;

Reference： [1]Nikolin, Alexey A.; Kramarova, Eugenia P.; Shipov, Alexander G.; Baukov, Yuri I.; Negrebetsky, Vadim V.; Arkhipov, Dmitry E.; Korlyukov, Alexander A.; Lagunin, Alexey A.; Bylikin, Sergey Yu.; Bassindale, Alan R.; Taylor, Peter G. [RSC Advances, 2016, vol. 6, # 79, p. 75315 - 75327]

34
[ 13200-60-7 ]
[ 42518-42-3 ]
ethyl 2-([2-chloro-5,6-dimethylthieno[2,3-d]pyrimidin-4-yl](methyl)amino)acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66.86%	With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 60℃; for 2h;	1.15.1 A solution of 2,4-dichloro-5,6-dimethylthieno[2,3-d]pyrimidine (4.00 g, 17.159 mmol, 1.00 equiv), DIEA (6.65 g, 51.478 mmol, 3 equiv) and ethyl methylglycinate (2.41 g, 20.591 mmol, 1.2 equiv) in NMP (40.00 mL, 414.804 mmol, 24.17 equiv) was stirred for 2 h at 60 °C under air atmosphere. The mixture was allowed to cool down to room temperature and quenched with water (100 mL) at room temperature. The resulting mixture was extracted with EtOAc (2 x 80 mL). The combined organic layers were washed with water (1 x 100 mL) and dried over anhydrous Na2S04. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with PE/EtOAc (1:1) to afford ethyl 2-([2-chloro-5,6-dimethylthieno[2,3-d]pyrimidin-4-yl](methyl)amino)acetate (3.6 g, 66.86%) as a yellow solid. LCMS (ES) [M+l] + m/z:314

Reference： [1]Current Patent Assignee: GLOBAL BLOOD THERAPEUTICS, INC. - WO2021/222359, 2021, A1 Location in patent: Paragraph 238

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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

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. 13200-60-7 ] {[proInfo.proName]}

Quality Control of [ 13200-60-7 ]

Related Doc. of [ 13200-60-7 ]

Product Details of [ 13200-60-7 ]

Safety of [ 13200-60-7 ]

Application In Synthesis of [ 13200-60-7 ]

[ 13200-60-7 ] Synthesis Path-Upstream 1~1

[ 13200-60-7 ] Synthesis Path-Downstream 1~34

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry