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Name	(2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid	EINECS	279-328-3
CAS No.	62893-24-7	Density	1.456 g/cm³
PSA	127.25000	LogP	0.18490
Solubility	N/A	Melting Point	205 °C (dec.)(lit.)
Formula	C₁₅H₁₇N₃O₆	Boiling Point	471.96°C (rough estimate)
Molecular Weight	335.316	Flash Point	N/A
Transport Information	N/A	Appearance	white crystalline powder
Safety	26-36-37/39	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	HO-EPCP;Benzeneaceticacid, a-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-4-hydroxy-,(R)-;

(2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid Synthetic route

: 22818-40-2
D-4-hydroxyphenylglycine

: 59703-00-3
4-ethyl-2,3-dioxopiperazine-1-carbonyl chloride

: 62893-24-7
(R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid

Conditions

Conditions	Yield
With sodium carbonate; zinc dibromide In water at 200℃; for 3h; Temperature; Reagent/catalyst; Autoclave;	83.5%

: 62893-24-7
(R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid

: 74769-12-3
D-(-)-2-[(4-ethyl-2,3-dioxo-1-piperazinyl)amido]- 2-(4-hydroxyphenyl)acetic acid chloride

Conditions

Conditions	Yield
With bis(trichloromethyl) carbonate; triethylamine In dichloromethane at 0℃; for 3h;	97.6%
With chloro-trimethyl-silane; trichlorophosphate In N,N-dimethyl acetamide; acetonitrile at -20℃;

: C13H20N6O3S2Si*ClH

: 62893-24-7
(R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid

: 62893-19-0, 68779-10-2
cefoperazone

Conditions

Conditions	Yield
With benzotriazol-1-yl diethyl phosphate; triethylamine In N,N-dimethyl-formamide at 28℃; for 2h;	76.2%

: bis(trimethylsilyl)aminomethaneboronate

: 62893-24-7
(R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid

: C23H37BN4O7Si

Conditions

Conditions	Yield
Stage #1: (R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: bis(trimethylsilyl)aminomethaneboronate In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	54%

: 62893-24-7
(R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid

: (6R)-trans-3-chloromethyl-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, diphenylmethyl ester

: 153715-66-3
(6R,7R)-3-Chloromethyl-7-[(R)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-2-(4-hydroxy-phenyl)-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane

: 62893-24-7
(R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid

: <6R-<6α,7β(R)>>-3-<<4-(carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>methyl>-7-<<<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetyl>amino>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic ...

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1-hydroxybenzotriazole, 1,3-dicyclohexylcarbodiimide / CH2Cl2 2: NaI / butan-2-one / 2 h / Ambient temperature 3: NaHCO3 / dimethylformamide / 3 h 4: anisole / CH2Cl2 / 0.25 h / 0 °C View Scheme

: 62893-24-7
(R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid

: 153715-68-5
(6R,7R)-7-[(R)-2-[(4-Ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-2-(4-hydroxy-phenyl)-acetylamino]-3-iodomethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1-hydroxybenzotriazole, 1,3-dicyclohexylcarbodiimide / CH2Cl2 2: NaI / butan-2-one / 2 h / Ambient temperature View Scheme

: 62893-24-7
(R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid

: 153715-70-9
C53H51FN8O11S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1-hydroxybenzotriazole, 1,3-dicyclohexylcarbodiimide / CH2Cl2 2: NaI / butan-2-one / 2 h / Ambient temperature 3: NaHCO3 / dimethylformamide / 3 h View Scheme

: (6R-trans)-7-amino-3-chloromethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester

: 62893-24-7
(R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid

: [6R-[6α,7β(R)]]-3-[[4-(3-Carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl]methyl]-7-[[[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino](4-hydroxyphenyl)-acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: C23H34BNO4

: 62893-24-7
(R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid

: 1421842-15-0
(+)-pinanediol (1R)-2-[3-(tert-butoxycarbonyl)phenyl]-1-{(αR)-α-[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonylamino]-4-hydroxybenzenacetylamino}ethaneboronate

Conditions

Conditions	Yield
Stage #1: (R)-<<(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl>amino>(4-hydroxyphenyl)acetic acid With isobutyl chloroformate In tetrahydrofuran at -35 - -10℃; for 0.166667h; Inert atmosphere; Stage #2: With 4-methyl-morpholine In tetrahydrofuran at -10℃; for 1h; Inert atmosphere; Stage #3: C23H34BNO4 In tetrahydrofuran at -10 - 20℃; Inert atmosphere;

(2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid Chemical Properties

Product Name: (2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid
Synonyms of (2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid (CAS NO.62893-24-7 ): HO-EPCP
CAS NO: 62893-24-7
Molecular Formula: C₁₅H₁₇N₃O₆
Molecular Weight: 335.31
Molecular Structure:
EINECS: 279-328-3
Melting point 205 ºC (dec.)
Alpha: -0.85 º(c=1,MeOH)
H bond acceptors: 9
H bond donors: 3
Freely Rotating Bonds: 5
Polar Surface Area: 96.46 Å²
Index of Refraction: 1.616
Molar Refractivity: 80.53 cm³
Molar Volume: 230.2 cm³
Surface Tension: 70.2 dyne/cm
Density: 1.456 g/cm³
SMILES: O=C(O)[C@@H](c1ccc(O)cc1)NC(=O)N2C(=O)C(=O)N(CC)CC2
InChI: InChI=1/C15H17N3O6/c1-2-17-7-8-18(13(21)12(17)20)15(24)16-11(14(22)23)9-3-5-10(19)6-4-9/h3-6,11,19H,2,7-8H2,1H3,(H,16,24)(H,22,23)/t11-/m1/s1
InChIKey: IPARGUVYMOMVNU-LLVKDONJBH
Std. InChI: InChI=1S/C15H17N3O6/c1-2-17-7-8-18(13(21)12(17)20)15(24)16-11(14(22)23)9-3-5-10(19)6-4-9/h3-6,11,19H,2,7-8H2,1H3,(H,16,24)(H,22,23)/t11-/m1/s1
Std. InChIKey: IPARGUVYMOMVNU-LLVKDONJSA-N
Appearance: (2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid (CAS NO.62893-24-7) is white crystalline powder
Product Categories of (2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid (CAS NO.62893-24-7 ): Chiral Building Blocks;Heterocyclic Building Blocks;Piperazines

(2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid Uses

(2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid (CAS NO.62893-24-7 ) is used for intermediate for side-chain of cefoperazone sodium .

(2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: (2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid (CAS NO.62893-24-7)is irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 3

(2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-(4-hydroxyphenyl)acetic acid Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.

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