Name: (R)-3-(Boc-Amino)piperidine
SKU: 309956-78-3

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Basic Information

Molecular Structure:
CAS No.:	309956-78-3
Name:	(R)-3-(Boc-Amino)piperidine
Article Data:	10

Formula:	C₁₀H₂₀N₂O₂
Molecular Weight:	200.281
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;
EINECS:	685-989-2
Density:	1.02 g/cm³
Melting Point:	121.0 to 125.0 °C
Boiling Point:	304.8 °C at 760 mmHg
Flash Point:	138.2 °C
Hazard Symbols:	Xi,N
Risk Codes:	37/38-41-50
Safety:	26-39-61-29-36
PSA:	50.36000
LogP:	1.98280

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Yield

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

Raw Materials

Downstream Products

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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 C₁₀H₂₀N₂O₂and 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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Specification