[ CAS No. 438470-19-0 ] {[proInfo.proName]}

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Quality Control of [ 438470-19-0 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 438470-19-0 ]

Product Details of [ 438470-19-0 ]

CAS No. :	438470-19-0	MDL No. :	MFCD05865192
Formula :	C₁₃H₁₁NO₆	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	277.23	Pubchem ID :	-
Synonyms :

Safety of [ 438470-19-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280	UN#:	N/A
Hazard Statements:	H317	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 438470-19-0 ]

* 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 [ 438470-19-0 ]

[ 438470-19-0 ] Synthesis Path-Downstream 1~14

1
[ 6066-82-6 ]
[ 4376-18-5 ]
[ 438470-19-0 ]

Yield	Reaction Conditions	Operation in experiment
98%	With dicyclohexyl-carbodiimide In 1,2-dimethoxyethane at 0℃; for 6h;
98%	With dicyclohexyl-carbodiimide In 1,2-dimethoxyethane at 0℃; for 6h;
28%	With dicyclohexyl-carbodiimide In tetrahydrofuran for 19h; Inert atmosphere;

With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 2.5h;

General procedure for synthesis of NHS ester General procedure: To a solution of carboxylic acid (1.0 equiv) in THF (10 mL) at 0 °C were added N-hydroxysuccinimide (1.0 equiv) and DCC (1.0 equiv). The resulting mixture was stirred for 30 min at 0 °C and 2 h at room temperature. The reaction mixture was filtered to remove the precipitates, and the filtrate was concentrated under reduced pressure. Purification by flash chromatography (hexane/EtOAc) afforded the desired N-hydroxysuccinimidyl esters.

Reference： [1]Casimir, J Richard; Guichard, Gilles; Briand, Jean-Paul [Journal of Organic Chemistry, 2002, vol. 67, # 11, p. 3764 - 3768]
[2]Zhao, Liang; May, Jonathan P.; Huang, Jack; Perrin, David M. [Organic Letters, 2012, vol. 14, # 1, p. 90 - 93]
[3]Takashima, Yoshinori; Osaki, Motofumi; Ishimaru, Yoshihiro; Yamaguchi, Hiroyasu; Harada, Akira [Angewandte Chemie - International Edition, 2011, vol. 50, # 33, p. 7524 - 7528]
[4]Kumar, Rishi; Nasi, Ravindranath; Bhasin, Milan; Khieu, Nam Huan; Hsieh, Margaret; Gilbert, Michel; Jarrell, Harold; Zou, Wei; Jennings, Harold J. [Carbohydrate Research, 2013, vol. 378, p. 45 - 55]

2
L-valine hydrochloride [ No CAS ]
[ 438470-19-0 ]
[ 6306-54-3 ]

Yield	Reaction Conditions	Operation in experiment
89%	With potassium carbonate In acetonitrile at 20℃; for 3h;

Reference： [1]Casimir, J Richard; Guichard, Gilles; Briand, Jean-Paul [Journal of Organic Chemistry, 2002, vol. 67, # 11, p. 3764 - 3768]

3
[ 17585-69-2 ]
[ 438470-19-0 ]
[ 5123-55-7 ]

Reference： [1]Journal of Organic Chemistry,2002,vol. 67,p. 3764 - 3768

4
[ 6159-33-7 ]
[ 438470-19-0 ]
[ 32675-71-1 ]

Reference： [1]Journal of Organic Chemistry,2002,vol. 67,p. 3764 - 3768

5
[ 76614-98-7 ]
[ 438470-19-0 ]
[ 19525-85-0 ]

Reference： [1]Journal of Organic Chemistry,2002,vol. 67,p. 3764 - 3768

6
[ 100393-41-7 ]
[ 438470-19-0 ]
[ 777904-00-4 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate In water; acetonitrile	FIG. 8 shows the reaction scheme for the synthesis of aromatic substituted amino alcohol precursor molecules. Reagents and conditions: a) methyl 2-((succinimidooxy)carbonyl)benzoate, CH3CN, H2O, Na2CO3; b) i. Isobutylchloroformate, Et3N, THF ii. NaBH4, MeOH.

Reference： [1]Current Patent Assignee: MEDIQUIST THERAPRUTICS; MEDIQUEST THERAPEUTICS, INC. - US2004/235960, 2004, A1 Location in patent: Page 4;Sheet 10

7
[ 73-22-3 ]
[ 438470-19-0 ]
[ 32675-71-1 ]

Yield	Reaction Conditions	Operation in experiment
100%		RG108 was obtained by the reaction of MSB with L-tryptophan under basic conditions (Na2CO3) in water/acetonitrile, acidification with 2N HCl, extraction in ethyl acetate and evaporation of the solvent with an excellent yield of 100%. The pure yellow powder was analysed by mass spectrometry (ESI) and 1H- and 13C-NMR to confirm the structure of RG108.
		(i) (S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(1H-indoI-3-yl)-propionic acid (50) A mixture of L-tryptophan (4g, 19.5mmol), methyl 2-((succinimidooxy)carbonyl)benzoate (5.3g, 19mmol) and potassium carbonate (0.69 g, 5 mmol) in dimethyiformamide was heated to 100 C for 3 hours. The reaction was acidified with 2 M hydrochloric acid and extracted with ethyl acetate. The organics were washed with brine, dried (MgSO4) and evaporated in vacuo to afford the title compound as a yellow solid, which was purified by HPLC. LCMS (LCMS 1) m/z: 335 [M+H]+; RT 5.55 min.

Reference： [1]Patent: EP1574499,2005,A1 .Location in patent: Page/Page column 14
[2]Organic Letters,2012,vol. 14,p. 90 - 93
[3]Journal of Medicinal Chemistry,2014,vol. 57,p. 421 - 434
[4]Patent: WO2007/7054,2007,A1 .Location in patent: Page/Page column 48; 53

8
[ 21339-55-9 ]
[ 438470-19-0 ]
2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-(1-methyl-1H-indol-3-yl)-propionic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		A mixture of <strong>[21339-55-9]1-methyl-L-tryptophan</strong> (0.22 g, 1 mmol), methyl-2- ((succinimidooxy)carbonyl) benzoate (0.23g, 1mmol) and potassium carbonate (0.69 g, 5 mmol) in dimethylformamide was heated to 1000C for 3 hours.The reaction was acidified with 2 M hydrochloric acid and extracted with ethyl acetate. The organics were washed with brine, dried (MgSO4) and the solvent removed to afford the title compound. LCMS (LCMS1) m/z: 349.3 [M+1]; RT 5.76 min; purity 82percent

Reference： [1]Patent: WO2007/7054,2007,A1 .Location in patent: Page/Page column 47

9
[ 72120-71-9 ]
[ 438470-19-0 ]
[ 1534392-27-2 ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 421 - 434

10
[ 17592-54-0 ]
[ 610-97-9 ]
[ 438470-19-0 ]

Reference： [1]Journal of Organic Chemistry,2015,vol. 80,p. 6537 - 6544

11
[ 24250-84-8 ]
[ 438470-19-0 ]
Phth-4-Br-L-Phe-OH [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2017,vol. 8,p. 1177 - 1182

12
[ 167817-55-2 ]
[ 438470-19-0 ]
[ 2137058-87-6 ]

Yield	Reaction Conditions	Operation in experiment
98%	With sodium carbonate In water; acetonitrile at 20℃; for 24h;

Reference： [1]Van Der Poorten, Olivier; Van Den Hauwe, Robin; Eiselt, Emilie; Betti, Cecilia; Guillemyn, Karel; Chung, Nga N.; Hallé, François; Bihel, Frédéric; Schiller, Peter W.; Tourwé, Dirk; Sarret, Philippe; Gendron, Louis; Ballet, Steven [ACS Medicinal Chemistry Letters, 2017, vol. 8, # 11, p. 1177 - 1182]

13
[ 55516-54-6 ]
[ 438470-19-0 ]
phth-L-1-naphthylalanine-OH [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2017,vol. 8,p. 1177 - 1182

14
[ 6960-34-5 ]
[ 438470-19-0 ]
phth-L-2-naphthylalanine-OH [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2017,vol. 8,p. 1177 - 1182

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[ CAS No. 438470-19-0 ] {[proInfo.proName]}

Quality Control of [ 438470-19-0 ]

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Application In Synthesis of [ 438470-19-0 ]

[ 438470-19-0 ] Synthesis Path-Downstream 1~14

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