876317-19-0

Basic information

• Product Name: 1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID
• Synonyms: 4-OXOPYRROLIDINE-2-CARBOXYLIC ACID, N-BOC PROTECTED;4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER;1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID;4-Oxopyrrolidine-2-carboxylic acid, N-BOC protected 97%;BOC- 4-OXOPYRROLIDINE-2-CARBOXYLIC ACID;(2S)-1-TERT-BUTYL HYDROGEN 4-OXOPYRROLIDINE-1,2-DICARBOXYLATE
• CAS NO: 876317-19-0
• Molecular Formula: C₁₀H₁₅NO₅
• Molecular Weight: 229.23
• Mol File: 876317-19-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 155 °C
• Boiling Point: 390.756°C at 760 mmHg
• Flash Point: 190.123°C
• Appearance: /
• Density: 1.305g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.516
• Storage Temp.: 2-8°C
• PKA: 3.85±0.20(Predicted)
• CAS DataBase Reference: 1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID(876317-19-0)
• EPA Substance Registry System: 1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID(876317-19-0)

Safety Data

• Hazardous Substances Data: 876317-19-0(Hazardous Substances Data)

Usage

General Description

1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid is a chemical compound with a complex name that is often abbreviated as Boc-4-oxo-L-proline. It is a derivative of proline, an amino acid, and is commonly used in organic synthesis as a protecting group for the amine group in peptides and other organic molecules. 1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID is a white crystalline powder that is stable at room temperature and is soluble in organic solvents. It is an important intermediate in the production of pharmaceuticals and agrochemicals, and its unique chemical properties make it a valuable tool in the field of organic synthesis.

InChI:InChI=1/C10H15NO5/c1-10(2,3)16-9(15)11-5-6(12)4-7(11)8(13)14/h7H,4-5H2,1-3H3,(H,13,14)

Upstream product

• 51-35-4 3-hydroxy-dl-proline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 40350-82-1 1-(t-butoxycarbonyl)-4-hydroxyproline 

Downstream Products

• 364075-47-8 (2S)-N-(1,3-benzodioxol-5-ylmethyl)-4-oxo-2-pyrrolidinecarboxamide 
• 364073-42-7 (2S)-N₁-(3,5-dichlorophenyl)-N₂-(3,4-dimethoxybenzyl)-4-oxo-1,2-pyrrolidinedicarboxamide 
• 5763-61-1 3,4-dimethoxybenzylamine 
• 364072-21-9 (2S)-N₂-(2,1,3-benzothiadiazol-4-yl)-N₁-(3,5-dichlorophenyl)-4-oxo-1,2-pyrrolidinedicarboxamide 
• 767-64-6 4-Amino-2,1,3-benzothiadiazole 
• 102195-80-2 (S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate 
• 362706-26-1 methyl 1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2carboxylate 
• 1000313-00-7 1-(tert-butyl) 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate 
• 1000313-01-8 1-(tert-butoxycarbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid 
• 1330763-18-2 5-tert-butoxycarbonyl-2-oxa-5-azabicyclo[2.2.1]heptane-1-carboxylic acid 
• 1199793-53-7 1-tert-butyl 2-methyl (2S,4S)-4-{[tert-butyl(diphenyl)silyl]oxy}-4-methylpyrrolidine-1,2-dicarboxylate 
• 1199793-52-6 (2S,4S)-1-(tert-butoxycarbonyl)-4-hydroxy-4-methylpyrrolidine-2-carboxylic acid 

Relevant articles and documents

5-tert-butyloxycarbonyl-2-oxa-5-azabicyclo[2.2.1]heptane-1-carboxylic acid synthesis method

The present invention relates to a 5-tert-butyloxycarbonyl-2-oxa-5-azabicyclo[2.2.1]heptane-1-carboxylic acid synthesis method. In the prior art, the suitable industrial synthesis method does not exist. A purpose of the present invention is mainly to solve the technical problem in the prior art. The synthesis method comprises six steps, and specifically comprises that a compound 1 and Boc anhydride react under an alkaline condition to obtain a compound 2, the compound 2 is oxidized into a compound 3 by using a 2,2,6,6-tetramethyl piperidine oxide, the compound 3 reacts with a Grignard reagent to obtain a compound 4, the carboxylic acid 4 is reduced with lithium aluminum hydride to obtain a compound 5, the compound 5 reacts with n-butyl lithium and p-tosyl chloride in two stages to obtain a compound 6, and the compound 6 is oxidized with sodium periodate to obtain a final compound 7. The reaction formula is defined in the specification.