N-Boc-3-pyrrolidinone

Base Information

• Chemical Name: N-Boc-3-pyrrolidinone
• CAS No.: 101385-93-7
• Molecular Formula: C9H15NO3
• Molecular Weight: 185.223
• Hs Code.: 29339900
• European Community (EC) Number: 600-204-5,928-466-9
• DSSTox Substance ID: DTXSID90332887
• Nikkaji Number: J1.671.498D
• Wikidata: Q72450663
• Mol file: 101385-93-7.mol

Synonyms:N-Boc-3-pyrrolidinone;101385-93-7;1-Boc-3-pyrrolidinone;tert-butyl 3-oxopyrrolidine-1-carboxylate;1-N-Boc-3-pyrrolidinone;N-(tert-Butoxycarbonyl)-3-pyrrolidinone;MFCD01631194;3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester;n-boc-pyrrolidine-3-one;1-Pyrrolidinecarboxylic acid, 3-oxo-, 1,1-dimethylethyl ester;3-Oxopyrrolidine-1-carboxylic Acid tert-Butyl Ester;tert-Butyl 3-oxopyrrolidinecarboxylate;1-tert-Butoxycarbonyl-3-pyrrolidone;boc-3-pyrrolidinone;Boc-PN;N-boc-4-pyrollidone;1-boc-3-pyrrolidone;N-Boc-3-pyrrolidone;1-(tert-butoxycarbonyl)-3-pyrrolidinone;1-Boc-3-pyrollidinone;1-N-boc-3-pyrrolidone;N-BOC-pyrrolidin-3-one;SCHEMBL123032;N-Boc-3-pyrrolidinone, 97%;DTXSID90332887;1-t-butoxycarbonyl-3-pyrrolidinone;BCP22270;N-(t-butoxycarbonyl)-3-pyrrolidone;1-(t-butoxycarbonyl)-3-pyrrolidone;1-t-butoxycarbonyl -3-pyrrolidinone;n-tert-butoxycarbonyl-3-pyrrolidinone;STL110020;1-(t-butoxycarbonyl)pyrrolidin-3-one;1-tert-Butoxycarbonyl-3-pyrrolidinone;1-tert-butoxycarbonyl-3-oxopyrrolidine;AKOS005145826;AC-6384;CS-W020368;PS-8499;SB10003;1-(t-butoxycarbonyl)-3-oxo-pyrrolidine;1-(tert-butoxylcarbonyl)-3-pyrrolidone;1-tert-butoxycarbonyl-3-oxo-pyrrolidine;1-(tert-butoxyl carbonyl)-3-pyrrolidone;tert-butyl3-oxopyrrolidine-1-carboxylate;SY001202;tert-butyl 3-oxo-1-pyrrolidinecarboxylate;1-(tert-butyloxycarbonyl)pyrrolidin-3-one;tert-butyl-3-oxo-pyrrolidine-1-carboxylate;AM20070664;B3589;FT-0601516;EN300-52944;1,1-Dimethylethyl 3-Oxo-1-Pyrrolidinecarboxylate;1,1-dimethylethyl 3-oxo-pyrrolidine-1-carboxylate;1,1-Dimethylethyl 3-oxopyrrolidine-1-carboxylate;3-oxo-pyrrolidin-1-carboxylic acid t-butyl ester;Q-102178;F0001-0062;3-oxo-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester;6-Methyl-3,4-dihydro-2H-pyrido[2,3-e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide

Chemical Property of N-Boc-3-pyrrolidinone

Chemical Property:

• Vapor Pressure: 0.00667mmHg at 25°C
• Melting Point: 34-38 °C(lit.)
• Refractive Index: 1.486
• Boiling Point: 270.9 °C at 760 mmHg
• PKA: -1.79±0.20(Predicted)
• Flash Point: 117.6 °C
• PSA: 46.61000
• Density: 1.133 g/cm³
• LogP: 1.13420
• Storage Temp.: Store at 0-5°C
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• Water Solubility.: Insoluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 185.10519334
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

98%, ^*data from raw suppliers

1-Boc-3-pyrrolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(=O)C1
• Uses: In the Synthesis and antibacterial evaluation of a novel series of rifabutin-like spirorifamycins 1-Boc-3-pyrrolidinone is used. Used in a study of asymmetric hydrogen-transfer bioreduction of ketones with Leifsonia alcohol dehydrogenase.

Technology Process of N-Boc-3-pyrrolidinone

There total 16 articles about N-Boc-3-pyrrolidinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine (103057-44-9,83220-73-9) → 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (101385-93-7)

Guidance literature:

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 2.08333h;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 3h;

Reference yield: 81.0%

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (101469-92-5,83220-73-9) → 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (101385-93-7)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 48h;

Reference yield: 79.0%

N-benzyl-3-pyrrolidinone (775-16-6) + di-tert-butyl dicarbonate (24424-99-5) → 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (101385-93-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃; under 760.051 Torr;

upstream raw materials:

N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

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

di-tert-butyl dicarbonate

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

Downstream raw materials:

tert-butyl 3-(3,4-dichlorophenyl)-3-hydroxypyrrolidine-1-carboxylate

3-[(E)-(S)-2-Methoxymethyl-pyrrolidin-1-ylimino]-pyrrolidine-1-carboxylic acid tert-butyl ester

N-Boc-3-hydroxyiminopyrrolidine

tert-butyl 3-(2-methoxy-2-oxoethylidene)pyrrolidine-1-carboxylate

Refernces

• 1、 Schultz, Danielle M.,Lévesque, Fran?ois,DiRocco, Daniel A.,Reibarkh, Mikhail,Ji, Yining,Joyce, Leo A.,Dropinski, James F.,Sheng, Huaming,Sherry, Benjamin D.,Davies, Ian W.. "Oxyfunctionalization of the Remote C?H Bonds of Aliphatic Amines by Decatungstate Photocatalysis". . p. 15274 - 15278. Retrieved 2017.
• 2、 -. "C-3 NOVEL TRITERPENONE WITH C-28 AMIDE DERIVATIVES AS HIV INHIBITORS". Paragraph 0166; 0167. . Retrieved 2018/09/12.
• 3、 -. "N - Boc - method of preparation". Paragraph 0015; 0043; 0052-0061; 0064. . Retrieved 2017/08/25.