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CAS No.: | 24666-55-5 |
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Name: | Carbamic acid, (2,6-dioxo-3-piperidinyl)-, phenylmethyl ester (9CI) |
Article Data: | 16 |
Molecular Structure: | |
Formula: | C13H14 N2 O4 |
Molecular Weight: | 262.265 |
Synonyms: | 3-Piperidinecarbamicacid, 2,6-dioxo-, benzyl ester (6CI,7CI,8CI); Carbamic acid, (2,6-dioxo-3-piperidinyl)-,phenylmethyl ester (9CI) |
Density: | 1.31g/cm3 |
Melting Point: | 129-131 °C(Solv: isopropanol (67-63-0)) |
Boiling Point: | 520.2°C at 760 mmHg |
Flash Point: | 268.4°C |
PSA: | 84.50000 |
LogP: | 1.43770 |
N-benzyloxycarbonyl-L-glutamic acid
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine
Conditions | Yield |
---|---|
With urea In dimethyl sulfoxide at 150℃; for 2h; Solvent; Temperature; | 92% |
Nα-benzyloxycarbonyl-glutamine
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine
Conditions | Yield |
---|---|
With dmap; 1,1'-carbonyldiimidazole In 1,4-dioxane at 20℃; for 17.1667h; Heating / reflux; | 86% |
Cbz-L-Gln
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine
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; |
N2-benzyloxycarbonyl-L-glutamine methyl ester
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine
Conditions | Yield |
---|---|
With sodium methylate; benzyl alcohol |
L-glutamic acid
benzyl chloroformate
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: water / 2 h / 0 °C 2: urea / dimethyl sulfoxide / 2 h / 150 °C View Scheme |
L-glutamine
benzyl chloroformate
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine
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 |
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine
rac-α-aminoglutarimide hydrochloride
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; |
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine
3-aminopiperidine-2,6-dione hydrobromide
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% |
o-azidobenzoyl chloride
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine
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% |
benzaldehyde
3-(benzyloxycarbonyl)-amino-2,6-dioxopiperidine
2-(Benzylideneamino)glutarimide
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal 1) THF, 12h 1 at H2 2) 3h room temperature; Yield given. Multistep reaction; |
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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: 26.36×10-24 cm3
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 (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 .