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31140-42-8

Basic Information
CAS No.: 31140-42-8
Name: 3-Boc-amino-2,6-dioxopiperidine
Article Data: 26
Molecular Structure:
Molecular Structure of 31140-42-8 (3-Boc-amino-2,6-dioxopiperidine)
Formula: C10H16N2O4
Molecular Weight: 228.248
Synonyms: 2,6-Dioxo-3-piperidinecarbamic acid tert-butyl ester;carbamic acid, N-(2,6-dioxo-3-piperidinyl)-, 1,1-dimethylethyl ester;
Density: 1.2 g/cm3
Melting Point: 193.7-194.4 °C
Boiling Point: 423 °C at 760 mmHg
Flash Point: 209.6 °C
PSA: 84.50000
LogP: 1.03600
Synthetic route
85535-45-1

5-amino-2-(tert-butoxycarbonylamino)-5-oxo-pentanoic acid

31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 80℃;99%
With dmap; triethylamine; 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 72h;90%
With dmap; 1,1'-carbonyldiimidazole In tetrahydrofuran for 16h; Reflux;88%
120341-33-5

1-[(tert-butoxy)-carbonyl-amino]propane-1,3-dicarboxylic acid

31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With 2,2,2-trifluoroacetamide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine at 20℃;95%
With 2,2,2-trifluoroacetamide; TEA; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane
24424-99-5

di-tert-butyl dicarbonate

24666-56-6

rac-α-aminoglutarimide hydrochloride

31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: rac-α-aminoglutarimide hydrochloride With triethylamine In dichloromethane at 50℃; for 0.5h; Sealed tube; Microwave irradiation;
Stage #2: di-tert-butyl dicarbonate In dichloromethane at 0℃; for 0.5h;
87%
13726-85-7

Boc-Gln-OH

31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; 1,1'-carbonyldiimidazole In tetrahydrofuran for 17h; Heating;76%
With dmap; 1,1'-carbonyldiimidazole In tetrahydrofuran for 24h; Heating;76%
With dmap; 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;76%

Boc-glutamine methyl ester

31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; diisopropyl-carbodiimide In tetrahydrofuran for 48h; Reflux;66.2%
4976-88-9

(S)-methyl 5-amino-2-(tert-butoxycarbonylamino)-5-oxopentanoate

31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; 1,1'-carbonyldiimidazole In tetrahydrofuran for 48h; Reflux;64%
24424-99-5

di-tert-butyl dicarbonate

3-aminopiperidine-2,6-dione hydrochloric acid salt

31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 8h;58%
1218991-05-9

glutamine methyl ester

31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; methanol / 15 h / 20 °C
2: diisopropyl-carbodiimide; 1-hydroxy-pyrrolidine-2,5-dione / tetrahydrofuran / 48 h / Reflux
View Scheme
31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 8 h / 0 °C / Reflux
2: sodium hydrogencarbonate / water; methanol / 15 h / 20 °C
3: diisopropyl-carbodiimide; 1-hydroxy-pyrrolidine-2,5-dione / tetrahydrofuran / 48 h / Reflux
View Scheme
31140-42-8

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester

76-05-1

trifluoroacetic acid

(RS)-2,6-dioxopiperidin-3-yl-ammonium trifluoroacetate

Conditions
ConditionsYield
at 20℃; for 0.5h;100%
In dichloromethane at 25℃;99%
In dichloromethane at 20℃; for 4h;98%
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  • 3-BOC-AMINO-2,6-DIOXOPIPERIDINE CAS No.31140-42-8

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  • 3-BOC-AMINO-2,6-DIOXOPIPERIDINE C10H16N2O4 31140-42-8  CAS NO.31140-42-8

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Specification

The CAS register number of 3-Boc-amino-2,6-dioxopiperidine is 31140-42-8. It also can be called as 2,6-Dioxo-3-piperidinecarbamic acid tert-butyl ester and the IUPAC name about this chemical is tert-butyl N-(2,6-dioxopiperidin-3-yl)carbamate. The molecular formula about this chemical is C10H16N2O4 and the molecular weight is 228.25. It belongs to the Pharmacetical.

Physical properties about 3-Boc-amino-2,6-dioxopiperidine are: (1)ACD/LogP: 0.73; (2)ACD/LogD (pH 5.5): 0.73; (3)ACD/LogD (pH 7.4): 0.73; (4)ACD/BCF (pH 5.5): 2.1; (5)ACD/BCF (pH 7.4): 2.1; (6)ACD/KOC (pH 5.5): 59.16; (7)ACD/KOC (pH 7.4): 59.11; (8)#H bond acceptors: 6; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 66.92Å2; (12)Index of Refraction: 1.499; (13)Molar Refractivity: 55.67 cm3; (14)Molar Volume: 189.3 cm3; (15)Polarizability: 22.07x10-24cm3; (16)Surface Tension: 44 dyne/cm; (17)Enthalpy of Vaporization: 67.72 kJ/mol; (18)Boiling Point: 423 °C at 760 mmHg; (19)Vapour Pressure: 2.32E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1NC(=O)CCC1NC(=O)OC(C)(C)C
(2)InChI: InChI=1/C10H16N2O4/c1-10(2,3)16-9(15)11-6-4-5-7(13)12-8(6)14/h6H,4-5H2,1-3H3,(H,11,15)(H,12,13,14)
(3)InChIKey: TUGRLMXVKASPTN-UHFFFAOYAD
(4)Std. InChI: InChI=1S/C10H16N2O4/c1-10(2,3)16-9(15)11-6-4-5-7(13)12-8(6)14/h6H,4-5H2,1-3H3,(H,11,15)(H,12,13,14)
(5)Std. InChIKey: TUGRLMXVKASPTN-UHFFFAOYSA-N