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(R)-3-(Boc-Amino)piperidine

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Name

(R)-3-(Boc-Amino)piperidine

EINECS 685-989-2
CAS No. 309956-78-3 Density 1.02 g/cm3
PSA 50.36000 LogP 1.98280
Solubility N/A Melting Point 121.0 to 125.0 °C
Formula C10H20N2O2 Boiling Point 304.8 °C at 760 mmHg
Molecular Weight 200.281 Flash Point 138.2 °C
Transport Information N/A Appearance N/A
Safety 26-39-61-29-36 Risk Codes 37/38-41-50
Molecular Structure Molecular Structure of 309956-78-3 ((R)-3-(Boc-Amino)piperidine) Hazard Symbols Xi,N
Synonyms

(R)-3-Boc-aminopiperidine;Carbamicacid, (3R)-3-piperidinyl-, 1,1-dimethylethyl ester (9CI);(3R)-3-[((tert-Butyloxycarbonyl)amino)]piperidine;(R)-3-[N-(tert-Butoxycarbonyl)amino]piperidine;(R)-Piperidin-3-ylcarbamic acid tert-butylester;(R)-tert-Butyl(piperidin-3-yl)carbamate;tert-Butyl(R)-piperidin-3-ylcarbamate;

Article Data 10

(R)-3-(Boc-Amino)piperidine Synthetic route

454713-13-4

tert-butyl (R)-(+)-(N-benzylpiperidin-3-yl)carbamate

309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethanol at 20 - 25℃; under 150015 Torr; for 20h;97%
With palladium 10% on activated carbon; hydrogen In methanol at 45℃; under 1140.08 Torr; for 2h;85%
With hydrogen; 10% palladium on activated carbon In metahnol at 20℃; for 24h;
485820-12-0

(R)-3-(tert-butoxycarbonylamino)piperidine-1-carboxylic acid benzyl ester

309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol; water at 35 - 40℃; under 2250.23 - 3000.3 Torr; for 2h; Time; Autoclave; Inert atmosphere;95.4%
With hydrogen; palladium 10% on activated carbon In ethanol at 20℃; under 760.051 Torr; for 168h;92%
In ethanol
1189160-63-1

t-butyl (R)-piperidin-3-ylcarbamate R-mandelate

309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
With sodium chloride; sodium hydroxide In water; butan-1-ol at 10 - 30℃;79.7%

(R)-2-tert-butyloxycarbonylamino-1,5-pentanedimethanesulfonate

309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
With ammonium hydroxide In acetonitrile at 30℃; for 48h;74%
Multi-step reaction with 2 steps
1: 2 h / 45 °C
2: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 45 °C / 1140.08 Torr
View Scheme
6893-26-1

D-Glutamic acid

309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: thionyl chloride / 6 h / 30 °C
2.1: sodium tetrahydroborate; ethanol / 2 h / Cooling with ice; Reflux
3.1: triethylamine / dichloromethane / 0.5 h / 0 °C
3.2: 30 °C
4.1: ammonium hydroxide / acetonitrile / 48 h / 30 °C
View Scheme
Multi-step reaction with 5 steps
1: water; N,N-dimethyl-formamide / 1 h / 20 - 30 °C
2: dimethylsulfide borane complex / tetrahydrofuran / 10 h / -5 - 50 °C
3: triethylamine / dichloromethane / 1 h / 0 - 20 °C
4: 2 h / 45 °C
5: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 45 °C / 1140.08 Torr
View Scheme

1,5-dimethyl (2R)-2-[[(tert-butoxy)carbonyl]amino]pentanedioate

309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium tetrahydroborate; ethanol / 2 h / Cooling with ice; Reflux
2.1: triethylamine / dichloromethane / 0.5 h / 0 °C
2.2: 30 °C
3.1: ammonium hydroxide / acetonitrile / 48 h / 30 °C
View Scheme
24424-99-5

di-tert-butyl dicarbonate

309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: thionyl chloride / 6 h / 30 °C
2.1: sodium tetrahydroborate; ethanol / 2 h / Cooling with ice; Reflux
3.1: triethylamine / dichloromethane / 0.5 h / 0 °C
3.2: 30 °C
4.1: ammonium hydroxide / acetonitrile / 48 h / 30 °C
View Scheme
Multi-step reaction with 5 steps
1: water; N,N-dimethyl-formamide / 1 h / 20 - 30 °C
2: dimethylsulfide borane complex / tetrahydrofuran / 10 h / -5 - 50 °C
3: triethylamine / dichloromethane / 1 h / 0 - 20 °C
4: 2 h / 45 °C
5: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 45 °C / 1140.08 Torr
View Scheme

tert-butyl N-[(2R)-1,5-dihydroxypentan-2-yl]carbamate

309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / dichloromethane / 0.5 h / 0 °C
1.2: 30 °C
2.1: ammonium hydroxide / acetonitrile / 48 h / 30 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2: 2 h / 45 °C
3: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 45 °C / 1140.08 Torr
View Scheme
34404-28-9

N-[(1,1-dimethylethoxy)carbonyl]-D-glutamic acid

309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dimethylsulfide borane complex / tetrahydrofuran / 10 h / -5 - 50 °C
2: triethylamine / dichloromethane / 1 h / 0 - 20 °C
3: 2 h / 45 °C
4: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 45 °C / 1140.08 Torr
View Scheme
78190-11-1

1-benzyloxycarbonylpiperidine-3-carboxylic acid

309956-78-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: methanol / 40 - 50 °C
2: ethanol / 70 - 75 °C
3: methanesulfonyl chloride; ammonia; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -10 - 25 °C
4: sodium hydroxide; sodium hypochlorite / water / 25 - 40 °C
5: sodium carbonate / methanol; water / 20 - 25 °C
6: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 35 - 40 °C / 2250.23 - 3000.3 Torr / Autoclave; Inert atmosphere
View Scheme

(R)-3-(Boc-Amino)piperidine Specification

The (R)-3-(Boc-Amino)piperidine, with the CAS registry number 309956-78-3, has the systematic name tert-butyl (3R)-piperidin-3-ylcarbamate. Its molecular formula is C10H20N2O2 and its molecular weight is 200.28.

Other characteristics of the (R)-3-(Boc-Amino)piperidine can be summarised as followings: (1)ACD/LogP: 1.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.71; (4)ACD/LogD (pH 7.4): -1.03; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 32.78 Å2; (13)Index of Refraction: 1.479; (14)Molar Refractivity: 55.44 cm3; (15)Molar Volume: 195.1 cm3; (16)Polarizability: 21.98×10-24cm3; (17)Surface Tension: 35.7 dyne/cm; (18)Density: 1.02 g/cm3; (19)Flash Point: 138.2 °C; (20)Enthalpy of Vaporization: 54.52 kJ/mol; (21)Boiling Point: 304.8 °C at 760 mmHg; (22)Vapour Pressure: 0.000854 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C(OC(C)(C)C)N[C@@H]1CCCNC1
2.InChI: InChI=1/C10H20N2O2/c1-10(2,3)14-9(13)12-8-5-4-6-11-7-8/h8,11H,4-7H2,1-3H3,(H,12,13)/t8-/m1/s1
3.InChIKey: WUOQXNWMYLFAHT-MRVPVSSYBU

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