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101385-93-7

Basic Information
CAS No.: 101385-93-7
Name: N-Boc-3-pyrrolidinone
Article Data: 37
Molecular Structure:
Molecular Structure of 101385-93-7 (N-Boc-3-pyrrolidinone)
Formula: C9H15NO3
Molecular Weight: 185.223
Synonyms: 1,1-Dimethylethyl3-oxopyrrolidine-1-carboxylate;1-(tert-Butyloxycarbonyl)pyrrolidin-3-one;1-Pyrrolidinecarboxylicacid, 3-oxo-, 1,1-dimethylethyl ester;1-tert-Butoxycarbonyl-3-pyrrolidinone;3-Oxopyrrolidine-1-carboxylic acid tert-butyl ester;N-(tert-Butoxycarbonyl)-3-pyrrolidinone;N-tert-Butoxylcarbonyl-3-pyrrolidone;tert-Butyl 3-oxo-1-pyrrolidinecarboxylate;1-BOC-3-Pyrrolidinone;
EINECS: 600-204-5
Density: 1.133 g/cm3
Melting Point: 34-38 °C(lit.)
Boiling Point: 270.9 °C at 760 mmHg
Flash Point: 117.6 °C
Solubility: Insoluble in water.
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 22-41-36/37/38-20/21/22
Safety: 26-36/37/39
PSA: 46.61000
LogP: 1.13420
Synthetic route
103057-44-9

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 2.08333h;
Stage #2: With triethylamine In dichloromethane at -78 - 20℃; for 3h;
100%
With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine In dichloromethane at -60 - 20℃; for 1.5h;97%
With Dess-Martin periodane In dichloromethane97%
101469-92-5

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 48h;81%
With Dess-Martin periodane In dichloromethane at 20℃; for 18h; Inert atmosphere;
775-16-6

N-benzyl-3-pyrrolidinone

24424-99-5

di-tert-butyl dicarbonate

101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In ethanol at 20℃; under 760.051 Torr;79%
109431-87-0

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 0.2h; Inert atmosphere;77.3%
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;77.3%
With pyridine-SO3 complex; triethylamine In dimethyl sulfoxide at 20℃;34%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; triethylamine In acetone at 150℃; Flow reactor;40 %Spectr.
With sulfur trioxide trimethylamine complex; triethylamine In dimethyl sulfoxide at 20℃; for 18h;
146256-98-6

4-oxo-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With water In dimethyl sulfoxide at 120 - 130℃; for 4h; Krapcho reaction;70%
With 2,6-di-tert-butyl-4-methyl-phenol In water; dimethyl sulfoxide; toluene for 6h; Reagent/catalyst; Solvent;10.8 g
186550-13-0

3-amino-1-(t-butoxycarbonyl)pyrrolidine

A

101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

B

147081-49-0

(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With ω-transaminase from Alcaligenes denitrificans; pyridoxal 5'-phosphate; 2-oxo-propionic acid In sodium phosphate buffer at 37℃; for 7h; pH=8; kinetic resolution; Enzymatic reaction; enantioselective reaction;A 44%
B 39%
24424-99-5

di-tert-butyl dicarbonate

101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOH / H2O; tetrahydrofuran / 20 °C
2: triethylamine; trioxide-trimethylamine complex / dimethylsulfoxide / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: NaHCO3 / tetrahydrofuran / 14 h
2: tetrapropylammonium perruthenate; NMO; 4A molecular sieves / CH2Cl2; acetonitrile / 1 h
View Scheme
Multi-step reaction with 3 steps
1: CH2Cl2 / 1 h / 20 °C
2: NaOEt / ethanol / 3 h / Heating
3: 70 percent / H2O / dimethylsulfoxide / 4 h / 120 - 130 °C
View Scheme
24424-99-5

di-tert-butyl dicarbonate

1.) NaH; 2.) SOCl2

1.) NaH; 2.) SOCl2

101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOH / H2O; tetrahydrofuran / 20 °C
2: DMSO; SO3*NMe3; triethylamine / 20 °C
View Scheme
146256-97-5

3-(tert-butoxycarbonyl-ethoxycarbonylmethyl-amino)-propionic acid ethyl ester

101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOEt / ethanol / 3 h / Heating
2: 70 percent / H2O / dimethylsulfoxide / 4 h / 120 - 130 °C
View Scheme
58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

101385-93-7

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 79 percent / Et3N / dioxane; H2O / 2 h / Ambient temperature
2: 35 percent / PCC / CH2Cl2 / 4 h / Ambient temperature
View Scheme
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    Product Name: N-Boc-3-pyrrolidinone CAS: 101385-93-7 MF: C9H15NO3 MW: 185.22 EINECS: 600-204-5 Mol File: 101385-93-7.mol N-Boc-3-pyrrolidinone Structure N-Boc-3-pyrrolidinone Chemical Properties Melting point 34-38 °C (lit

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    N-Boc-3-pyrrolidinone

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    N-(tert-butoxycarbonyl)-3-pyrrolidinone 101385-93-7

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Chemistry

IUPAC Name: tert-butyl 3-oxopyrrolidine-1-carboxylate  
Empirical Formula: C9H15NO3
Molecular Weight: 185.2203g/mol
Structure of 1-BOC-3-Pyrrolidinone (CAS NO.101385-93-7):

Index of Refraction: 1.486
Molar Refractivity: 46.95 cm3
Molar Volume: 163.4 cm3
Polarizability: 18.61×10-24cm3
Surface Tension: 41.2 dyne/cm
Density: 1.133 g/cm3
Flash Point: 117.6 °C
Enthalpy of Vaporization: 50.91 kJ/mol 
Melting Point: 34-38 °C(lit.)
Boiling Point: 270.9 °C at 760 mmHg
Vapour Pressure: 0.00667 mmHg at 25°C 
Product Categories: Amines and Anilines;Carbonyl Compounds;pharmacetical;Pyrrolidines;Pyrrole&Pyrrolidine&Pyrroline;Benzenes;CHIRAL CHEMICALS 
Canonical SMILES: CC(C)(C)OC(=O)N1CCC(=O)C1
InChI: InChI=1S/C9H15NO3/c1-9(2,3)13-8(12)10-5-4-7(11)6-10/h4-6H2,1-3H3
InChIKey: JSOMVCDXPUXKIC-UHFFFAOYSA-N

Uses

Application:Used in a study of asymmetric HYDROGEN-transfer bioreduction of KETONES with Leifsonia alcohol deHYDROGENase.
Packaging:1/10 g in glass btl

Safety Profile

Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 22-41-36/37/38-20/21/22
R22:Harmful if swallowed. 
R41:Risk of serious damage to the eyes. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.  
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
Hazard Note: Irritant

Specification

 1-BOC-3-Pyrrolidinone , its cas register number is 101385-93-7. It also can be called 1-pyrrolidinecarboxylic acid, 3-oxo-, 1,1-dimethylethyl ester ; 2-Methyl-2-propanyl 3-oxo-1-pyrrolidinecarboxylate ; tert-Butyl 3-oxopyrrolidine-1-carboxylate ; tert-Butyl-3-oxopyrrolidin-1-carboxylat ; 1-(tert-Butoxycarbonyl)-3-pyrrolidinone ; 1-N-Boc-3-pyrrolidinone ; 1-N-boc-4-cyano-pyrrolidine-3-one .