59703-00-3|4-Ethyl-2,3-dioxopiperazine-1-carbonyl chloride| Ambeed

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Quality Control of [ 59703-00-3 ] Purity: 95% SDS Specification

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Product Details of [ 59703-00-3 ]

CAS No. :	59703-00-3
Formula :	C₇H₉ClN₂O₃
M.W :	204.61
SMILES Code :	O=C(Cl)N1C(C(N(CC)CC1)=O)=O
MDL No. :	MFCD00067054
InChI Key :	SXVBQOZRZIUHKU-UHFFFAOYSA-N
Pubchem ID :	108813

Safety of [ 59703-00-3 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H314
Precautionary Statements:	P280-P305+P351+P338-P310
Class:	8
UN#:	1759
Packing Group:	Ⅲ

Application In Synthesis of [ 59703-00-3 ]

* 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 [ 59703-00-3 ]

[ 59703-00-3 ] Synthesis Path-Downstream 1~35

1
[ 88585-78-8 ]
[ 59703-00-3 ]
(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(4-ethyl-2,3-dioxo-piperazine-1-carbonyloxymethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester [ No CAS ]

References: [1]Heterocycles,1990,vol. 30,p. 799 - 812.

2
[ 72699-69-5 ]
[ 59703-00-3 ]
[ 85208-16-8 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogencarbonate; sodium hydroxide; In tetrahydrofuran; methanol; water; at 0 - 10℃; for 1.5h;	To a solution of the above amino acid (2.06 g, 6 mmol) in THF (60 mL) and water (60 mL) was added a solution of NaOH (480 mg, 12 mmol) in water (5 mL) at 0oC, followed by aqueous saturated NaHCO3 (20 mL), a solution of <strong>[59703-00-3]4-ethyl-2,3-dioxopiperazine-1-carbonyl chloride</strong> (1.54 g, 7.5 mmol) in THF (8 mL), and MeOH (160 mL). The reaction mixture was stirred between 0 - 10 C for 1.5 h, then concentrated in vacuo, acidified with 1 N HCl to pH ~ 2, extracted with EtOAc. The organic extracts were combined, dried over Na2SO4, concentrated in vacuo to afford the crude product, 2.3 g, which was used directly for the next Step without further purification. ESI-MS m/z 476 (M+1)+.

References: [1]Journal of the Chemical Society. Perkin transactions I,1984,p. 1227 - 1236.
[2]Patent: WO2021/108023,2021,A1 .Location in patent: Paragraph 00268.

3
[ 85208-10-2 ]
[ 59703-00-3 ]
6-<(+/-)-α-(2-aminothiazol-4-yl)-α-(4-ethyl-2,3-dioxopiperazin-1-ylcarbonylamino)acetamido>penicillanic acid [ No CAS ]
[ 59702-31-7 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1984,p. 1227 - 1236.

4
[ 73910-42-6 ]
[ 59703-00-3 ]
[ 73910-43-7 ]

References: [1]Chemical and pharmaceutical bulletin,1980,vol. 28,p. 1563 - 1577.

5
[ 73910-33-5 ]
[ 59703-00-3 ]
[ 73910-34-6 ]

References: [1]Chemical and pharmaceutical bulletin,1980,vol. 28,p. 1563 - 1577.

6
7β-<(2R)-2-phenyl-2-amino>acetylamino-1-carba-1-dethia-3-cephem-4-carboxylic acid [ No CAS ]
[ 59703-00-3 ]
7β-<(2R)-2-phenyl-2-(4-ethyl-2,3-dioxopiperazine-1-yl-carbonyl)amino>acetylamino-1-carba-1-dethia-3-cephem-4-carboxylic acid [ No CAS ]

References: [1]Chemical and pharmaceutical bulletin,1980,vol. 28,p. 1563 - 1577.

7
[ 161855-50-1 ]
[ 59703-00-3 ]
(4R,5S,6S)-3-((2R,3R)-2-[(4-Ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-methyl}-tetrahydro-furan-3-ylsulfanyl)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,1997,vol. 7,p. 3063 - 3068.

8
(4R,5S,6S)-3-(5-Aminomethyl-tetrahydro-furan-3-ylsulfanyl)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid [ No CAS ]
[ 59703-00-3 ]
Sodium; (4R,5S,6S)-3-(5-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-methyl}-tetrahydro-furan-3-ylsulfanyl)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,1997,vol. 7,p. 3063 - 3068.

Yield	Reaction Conditions	Operation in experiment
		In the same manner as above, a sodium salt of 6-[D(-)-α-(4-ethyl-2,3-dioxo-1-piperazinocarbonylamino)-p-hydroxyphenylacetamido]penicillanic acid, m.p. 175 C (decomp.), yield 72 %, was obtained from 4-ethyl-2,3-dioxo-1-piperazinocarbonyl chloride and a triethylamine salt of 6-[D(-)-α-amino-p-hydroxyphenylacetamido]penicillanic acid.
		In the same manner as above, a sodium salt of 6-[D(-)-α-(4-ethyl-2,3-dioxo-1-piperazinocarbonylamino)-p-hydroxyphenylacetamido]penicillanic acid, m.p. 175 C. (decomp.), yield 72%, was obtained from 4-ethyl-2,3-dioxo-1-piperazinocarbonyl chloride and a triethylamine salt of 6-[D(-)-α-amino-p-hydroxyphenylacetamido]penicillanic acid.

10
α-amino(3,4-dihydroxyphenyl)acetic acid hydrobromide [ No CAS ]
[ 59703-00-3 ]
[ 74985-17-4 ]