1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE

Product Name: 1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE
CAS No.: 85909-08-6
Chemical Name: 1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE
Synonyms: N-boc-2-pyrrolidone;N-Boc-2-pyrrolidinone;2-OXO-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;AIDS143102;CAS_85909-08-6;1-Boc-2-pyrrolidinone;1-BOC-Pyrrolidin-2-one;1-BOC-2-OXOPYRROLIDINE;N-Boc-2-oxopyrrolidine;N1-BOC-Pyrrolidin-2-one
CBNumber: CB9395486
Molecular Formula: C9H15NO3
Formula Weight: 185.22
MOL File: 85909-08-6.mol

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1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE Property

Boiling point:: 100-105 °C/0.5 mmHg(lit.)
Density: 1.086 g/mL at 25 °C(lit.)
refractive index: n20/D 1.466(lit.)
Flash point:: 113 °C
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform, Methanol
form: Oil
pka: -2.21±0.20(Predicted)
color: Clear Colorless to Brown
InChI: InChI=1S/C9H15NO3/c1-9(2,3)13-8(12)10-6-4-5-7(10)11/h4-6H2,1-3H3
InChIKey: GJJYYMXBCYYXPQ-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCCC1=O

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 2933790090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 464856
Product name: 1-(tert-Butoxycarbonyl)-2-pyrrolidinone
Purity: 97%
Packaging: 25ml
Price: $100
Updated: 2025/07/31

TCI Chemical

Product number: B6082
Product name: tert-Butyl 2-Oxopyrrolidine-1-carboxylate
Packaging: 5G
Price: $76
Updated: 2025/07/31

TCI Chemical

Product number: B6082
Product name: tert-Butyl 2-Oxopyrrolidine-1-carboxylate
Packaging: 25G
Price: $227
Updated: 2025/07/31

TRC

Product number: B665945
Product name: N-Boc-2-pyrrolidinone
Packaging: 1g
Price: $110
Updated: 2021/12/16

Apolloscientific

Product number: OR60029
Product name: Pyrrolidin-2-one,N-BOCprotected
Packaging: 25g
Price: $64
Updated: 2021/12/16

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1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE Chemical Properties,Usage,Production

Uses

N-Boc-2-pyrrolidinone is a useful synthetic intermediate. It can be used to prepare highly functionalized N-acyl-2-vinylpyrrolidines by a 4-component Ugi reaction (isocyanide, carbonyl compounds, primary amines, carboxylic acids). It can also be used to synthesize the naturally occurring Maillard flavors via catalytic SeO2 oxidation.

General Description

The kinetics of gas-phase elimination of 1-(tert-butoxycarbonyl)-2-pyrrolidinone has been investigated in a static system. The observed rate coefficient has been reported to be log k₁(s^-1) = (11.54 ± 0.29) -(140.8 ± 2.8)-kJmol^-1 (2.303RT)^-1.

Synthesis

616-45-5

24424-99-5

85909-08-6

To a solution of 2-pyrrolidone (10.0 g, 118 mmol) in acetonitrile (118 mL) was sequentially added triethylamine (19.6 mL, 141 mmol), 4-dimethylaminopyridine (7.18 g, 58.8 mmol) and di-tert-butyl dicarbonate (32.7 g). The reaction mixture was stirred to room temperature at 0 °C and continued to stir overnight. After completion of the reaction, the mixture was partitioned between ethyl acetate and water. The organic layer was separated and washed sequentially with 1N aqueous hydrochloric acid, 1N aqueous sodium hydroxide and saturated saline. The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 1:1) to afford 1-(tert-butoxycarbonyl)-2-pyrrolidinone (21.0 g, 96%) as a light yellow oil.1H-NMR (CDCl3, Varian, 400 MHz): δ 1.53 (9H, s), 2.00 (2H, quintuple peak, J = 8.0 Hz), 2.52 (2H, triple peak, J = 8.0 Hz), 3.75 (2H, triple peak, J = 7.6 Hz).

References

[1] Tetrahedron Letters, 1995, vol. 36, # 49, p. 8949 - 8952
[2] Synlett, 2004, # 9, p. 1625 - 1627
[3] Journal of Organic Chemistry, 2008, vol. 73, # 4, p. 1608 - 1611
[4] Tetrahedron, 2008, vol. 64, # 51, p. 11568 - 11579
[5] Chemistry - A European Journal, 2010, vol. 16, # 24, p. 7256 - 7264

1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE Preparation Products And Raw materials

Raw materials

Preparation Products

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1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE Suppliers

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View Lastest Price from 1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: 1-BOC-Pyrrolidin-2-one 85909-08-6
Price: US $0.00-0.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 2000tons
Release date: 2019-12-31

Nanjing Fred Technology Co., Ltd

Product: N-Boc-2-pyrrolidinone 85909-08-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1 ton
Release date: 2023-12-26

Hebei Chuanghai Biotechnology Co,.LTD

Product: N-BOC-1-AZACYCLOPENTAN-2-ONE 85909-08-6
Price: US $9.00/KG
Min. Order: 1KG
Purity: 99.9
Supply Ability: 1 ton
Release date: 2024-08-21

85909-08-6, 1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONERelated Search:

6-BROMO-3,4-DIHYDRO-1H-ISOQUINOLINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER 1-TERT-BUTYL 2-METHYL PIPERIDINE-1,2-DICARBOXYLATE N-BOC-3-Aminopiperidine 1-BOC-3-PIPERIDINECARBOXALDEHYDE N-Boc-4-piperidinemethanol (+/-)-1-N-BOC-PIPERIDINE-2-CARBOXAMIDE 1-tert-Butoxycarbonyl-4-piperidinecarboxaldehyde N-BOC-piperidine-4-carboxylic acid N-Boc-2-piperidinecarboxylic acid Ethyl N-Boc-piperidine-4-carboxylate Ethyl 1-Boc-piperidine-2-carboxylate 1-Boc-3-hydroxypiperidine N-Boc-Piperidine-4-carboxylic acid methyl ester N-Boc-piperidine-3-methanol N-Boc-piperidine-2-methanol TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE 1-Boc-4-Methylaminopiperidine 1-N-BOC-PIPERIDINE-3-CARBOXAMIDE

N-BOC-1-AZACYCLOPENTAN-2-ONE

TERT-BUTYL 2-OXOPYRROLIDINE-1- CA

CAS_85909-08-6

1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE

2-OXO-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

AIDS143102

tert-Butyl 2-oxo-1-pyrrolidinecarboxylate

Pyrrolidin-2-one, N-BOC protected

1-(tert-Butoxycarbonyl)-2-oxopyrrolidine, tert-Butyl 2-oxopyrrolidine-1-carboxylate

1-BOC-Pyrrolidin-2-one

1-(tert-Butoxycarbonyl)-2-pyrrolidinone 97%

1-Boc-2-pyrrolidinone

1-Pyrrolidinecarboxylic acid, 2-oxo-, 1,1-diMethylethyl ester

N-Boc-2-pyrrolidinone

1-BOC-2-OXOPYRROLIDINE

N-Boc-2-oxopyrrolidine

Tert-Butyl 2-Oxopyrrolidine-1-Carboxylate(WXC00067)

N-boc-2-pyrrolidone

1,1-Dimethylethyl 2-oxo-1-pyrrolidinecarboxylate

1-Pyrrolidinecarboxylic acid, 2-oxo-, 1,1-dimethylethyl ester (9CI, ACI)

2-oxo-1-Pyrrolidinecarboxylic acid 1,1-dimethylethyl ester (9CI ACI)

Closantel Sodium Impurity 2 (Closantel Sodium EP Impurity B)

1-(<i>tert</i>-Butoxycarbonyl)-2-pyrrolidinone

N1-BOC-Pyrrolidin-2-one

85909-08-6

Pyrrolidines

Heterocyclic Building Blocks

Building Blocks

NSC 662770

Building Blocks

C4 to C10

Chemical Synthesis

Heterocyclic Building Blocks

Building Blocks

Heterocyclic Building Blocks

Pyrrolidines

other