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Name	3-N-Cbz-amino-2,6-dioxopiperidine	EINECS	N/A
CAS No.	24666-55-5	Density	1.31g/cm³
PSA	84.50000	LogP	1.43770
Solubility	N/A	Melting Point	129-131 °C(Solv: isopropanol (67-63-0))
Formula	C13H14 N2 O4	Boiling Point	520.2°C at 760 mmHg
Molecular Weight	262.265	Flash Point	268.4°C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	3-Piperidinecarbamicacid, 2,6-dioxo-, benzyl ester (6CI,7CI,8CI); Carbamic acid, (2,6-dioxo-3-piperidinyl)-,phenylmethyl ester (9CI)	Article Data	16

3-N-Cbz-amino-2,6-dioxopiperidine Synthetic route

: 1155-62-0
N-benzyloxycarbonyl-L-glutamic acid

: 24666-55-5
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

Conditions

Conditions	Yield
With urea In dimethyl sulfoxide at 150℃; for 2h; Solvent; Temperature;	92%

: 50516-14-8
Nα-benzyloxycarbonyl-glutamine

: 24666-55-5
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

Conditions

Conditions	Yield
With dmap; 1,1'-carbonyldiimidazole In 1,4-dioxane at 20℃; for 17.1667h; Heating / reflux;	86%

: 2650-64-8
Cbz-L-Gln

: 24666-55-5
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

Conditions

Conditions	Yield
With thionyl chloride In N,N-dimethyl-formamide at -5℃; for 3h;	81%
With 1,1'-carbonyldiimidazole In ethyl acetate at 76 - 80℃;	80%
With 1,1'-carbonyldiimidazole In tetrahydrofuran Heating;

: 13907-82-9, 2650-67-1
N2-benzyloxycarbonyl-L-glutamine methyl ester

: 24666-55-5
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

Conditions

Conditions	Yield
With sodium methylate; benzyl alcohol

: 56-86-0
L-glutamic acid

: 501-53-1
benzyl chloroformate

: 24666-55-5
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water / 2 h / 0 °C 2: urea / dimethyl sulfoxide / 2 h / 150 °C View Scheme

: 56-85-9
L-glutamine

: 501-53-1
benzyl chloroformate

: 24666-55-5
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / water; toluene / 25 - 30 °C / pH 11 - 12 2: 1,1'-carbonyldiimidazole / ethyl acetate / 76 - 80 °C View Scheme

: 24666-55-5
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

: 24666-56-6
rac-α-aminoglutarimide hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; 5% palladium over charcoal In methanol; water under 3102.97 Torr; for 4h;	100%
With hydrogenchloride In dimethyl sulfoxide	92%
Stage #1: 3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine With palladium 10% on activated carbon; hydrogen In methanol; water at 25 - 30℃; under 2250.23 - 2625.26 Torr; Stage #2: With hydrogenchloride In methanol; water at 25 - 30℃;	90%
With hydrogenchloride; palladium 10% on activated carbon; hydrogen In methanol at 25℃; for 5h;	90.5%
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethyl acetate under 2585.74 - 3102.89 Torr;

: 24666-55-5
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

: 90802-45-2
3-aminopiperidine-2,6-dione hydrobromide

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid at 20℃; for 2h;	97%
With hydrogen bromide In acetic anhydride at 50℃; for 0.75h;	96%
With hydrogen bromide; acetic acid at 60℃; for 1h;	95.2%
With hydrogen bromide In nitromethane	92%

: 34897-85-3
o-azidobenzoyl chloride

: 24666-55-5
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

: [1-(2-azidobenzoyl)-2,6-dioxo-piperidin-3-yl]carbamic acid benzyl ester

Conditions

Conditions	Yield
Stage #1: 3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine With methyllithium In tetrahydrofuran; diethyl ether at -78℃; for 0.5h; Stage #2: o-azidobenzoyl chloride In tetrahydrofuran at 20℃;	52%

: 100-52-7
benzaldehyde

: 24666-55-5
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine

: 73839-05-1
2-(Benzylideneamino)glutarimide

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal 1) THF, 12h 1 at H2 2) 3h room temperature; Yield given. Multistep reaction;

3-N-Cbz-amino-2,6-dioxopiperidine Chemical Properties

Molecule structure of 3-N-Cbz-amino-2,6-dioxopiperidine (CAS NO.24666-55-5):

Product Name: 3-N-Cbz-amino-2,6-dioxopiperidine
Molecular Formula: C₁₃H₁₄N₂O₄
Molecular Weight: 262.26 g/mol
CAS Registry Number: 24666-55-5
Index of Refraction: 1.58
Molar Refractivity: 66.49 cm³
Molar Volume: 199.6 cm³
Polarizability: 26.36×10^-24cm³
Surface Tension: 55.5 dyne/cm
Density: 1.31 g/cm³
Flash Point: 268.4 °C
Enthalpy of Vaporization: 79.31 kJ/mol
Boiling Point: 520.2 °C at 760 mmHg
Vapour Pressure: 6.37E-11 mmHg at 25 °C
SMILES: O=C2NC(=O)CCC2NC(=O)OCc1ccccc1
InChI: InChI=1/C13H14N2O4/c16-11-7-6-10(12(17)15-11)14-13(18)19-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,14,18)(H,15,16,17)
InChIKey: JJFWWAGUYKLJRN-UHFFFAOYAE
Std. InChI: InChI=1S/C13H14N2O4/c16-11-7-6-10(12(17)15-11)14-13(18)19-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,14,18)(H,15,16,17)
Std. InChIKey: JJFWWAGUYKLJRN-UHFFFAOYSA-N
Product Categories of 3-N-Cbz-amino-2,6-dioxopiperidine (CAS NO.24666-55-5): N-CBZ

3-N-Cbz-amino-2,6-dioxopiperidine Specification

3-N-Cbz-amino-2,6-dioxopiperidine (CAS NO.24666-55-5) is also named as Carbamic acid, (2,6-dioxo-3-piperidinyl)-, phenylmethyl ester (9CI) ; REF DUPL: 3-N-Cbz-amino-2,6-Dioxo-piperidine ; Benzyl (2,6-dioxopiperidin-3-yl)carbamate .

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