BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER

Base Information

• Chemical Name: BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER
• CAS No.: 367966-41-4
• Molecular Formula: C₁₁H₁₇NO₆
• Molecular Weight: 259.259
• Hs Code.: 2933998090
• Mol file: 367966-41-4.mol

Synonyms:BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER;N-T-BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER

Chemical Property of BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER

Chemical Property:

• Vapor Pressure: 1.56E-08mmHg at 25°C
• Melting Point: 90-92 °C
• Boiling Point: 412.6°C at 760 mmHg
• PKA: 12.51±0.40(Predicted)
• Flash Point: 203.4°C
• PSA: 93.14000
• Density: 1.309g/cm³
• LogP: -0.00580

Purity/Quality:

99% ^*data from raw suppliers

(2S,4R)-4-Hydroxy-5-oxo-1,2-pyrrolidinedicarboxylicAcid1-(1,1-Dimethylethyl)2-MethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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.

Technology Process of BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER

There total 9 articles about BOC-4-HYDROXY-5-OXO-L-PROLINE METHYL ESTER 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: 90.0%

1-(tert-butyl) 2-methyl (2S,4R)-4-((tert-butyldimethylsilyl)oxy)-5-oxopyrrolidine-1,2-dicarboxylate (267420-70-2) → 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-5-oxopyrrolidine-1,2-dicarboxylate (367966-41-4)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/S0040-4039(01)01030-9

Reference yield: 32.0%

1-tert-butyl 2-methyl (2S,4R)-4-(tert-butyldiphenylsilyloxy)-5-oxopyrrolidine1,2-dicarboxylate → 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-5-oxopyrrolidine-1,2-dicarboxylate (367966-41-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

Reference yield:

1-(tert-butyl) 2-methyl (2S,4S)-4-((tert-butyldimethylsilyl)oxy)-5-oxopyrrolidine-1,2-dicarboxylate (367966-67-4) → methyl (4S)-cis-N-Boc-4-hydroxyl pyroglutamate (367966-73-2,367966-41-4)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4039(01)01030-9

upstream raw materials:

1-(tert-butyl) 2-methyl (2S,4R)-4-((tert-butyldimethylsilyl)oxy)-5-oxopyrrolidine-1,2-dicarboxylate

di-tert-butyl dicarbonate

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

1-tert-butyl 2-methyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}pyrrolidine-1,2-dicarboxylate

Downstream raw materials:

(2S,4R)-4-hydroxy-5-oxopyrrolidine-2-carboxylic acid

(2S,4R)-4-(4-Chloro-naphthalen-1-yloxy)-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

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