367966-41-4

Basic information

• Product Name: BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER
• Synonyms: BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER;N-T-BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER;N-t-BOC-trans-4-Hydroxy-5-oxo-L-proline methyl ester
• CAS NO: 367966-41-4
• Molecular Formula: C11H17NO6
• Molecular Weight: 259.26
• Mol File: 367966-41-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 90-92 °C
• Boiling Point: 412.6°C at 760 mmHg
• Flash Point: 203.4°C
• Appearance: /
• Density: 1.309g/cm³
• Vapor Pressure: 1.56E-08mmHg at 25°C
• Refractive Index: 1.512
• PKA: 12.51±0.40(Predicted)
• CAS DataBase Reference: BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER(367966-41-4)
• EPA Substance Registry System: BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER(367966-41-4)

Safety Data

• Hazardous Substances Data: 367966-41-4(Hazardous Substances Data)

Usage

Uses

(2S,4R)-4-Hydroxy-5-oxo-1,2-pyrrolidinedicarboxylic Acid 1-(1,1-Dimethylethyl) 2-Methyl Ester, can be used in the synthesis of 3-Guaninyl- and 3-Adeninyl-5-hydroxymethyl-2-pyrrolidinone Nucleosides.

InChI:InChI=1/C11H17NO6/c1-11(2,3)18-10(16)12-6(9(15)17-4)5-7(13)8(12)14/h6-7,13H,5H2,1-4H3/t6-,7+/m0/s1

Upstream product

• 267420-70-2 1-(tert-butyl) 2-methyl (2S,4R)-4-((tert-butyldimethylsilyl)oxy)-5-oxopyrrolidine-1,2-dicarboxylate 
• 367966-67-4 1-(tert-butyl) 2-methyl (2S,4S)-4-((tert-butyldimethylsilyl)oxy)-5-oxopyrrolidine-1,2-dicarboxylate 
• 226225-42-9 (2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]pyrrolidine-2-carboxylic acid methyl ester 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 51-35-4 4R-4-hydroxyproline 
• 114676-91-4 1-tert-butyl 2-methyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}pyrrolidine-1,2-dicarboxylate 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 367966-46-9 (2S,4R)-4-(4-Chloro-naphthalen-1-yloxy)-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 716361-98-7 (2S,4R)-4-hydroxy-5-oxopyrrolidine-2-carboxylic acid 

Relevant articles and documents

POLYMYXIN ANALOGS USEFUL AS ANTIBIOTIC POTENTIATORS

The disclosure provides compounds of the formula (I) or a tautomer thereof, or a pharmaceutically acceptable salt of either of the foregoing. The variables A, R1, and R2 are defined in the disclosure. The disclosure further includes pharmaceutical compositions comprising a compound of formula I together with at least one pharmaceutically acceptable carrier. The disclosure also includes a method of sensitizing bacteria to an antibacterial agent, comprising administering to a patient infected with the bacteria, simultaneously or sequentially, a therapeutically effective amount of the antibacterial agent and a compound of formula (I).

A convenient and high yield method to prepare 4-hydroxypyroglutamic acids

RuO2/NaIO4 oxidation of N-Boc-4-silyloxy and 4-acetoxy proline methyl esters under ethyl acetate/water biphase condition gave N-Boc-4-silyloxy and 4-acetoxy pyroglutamic acid derivatives in high yields. Desilylation with TBAF afforded both cis- and trans-N-Boc-methyl-4-hydroxy pyroglutamates.