59936-29-7

Basic information

• Product Name: Boc-L-Proline-methyl ester
• Synonyms: BOC-L-PROLINE METHYL ESTER;BOC-PRO-OME;Boc-L-Pro-OMe;N-BOC-poline methyl ester;N-tert-Butoxycarbonyl-L-proline methyl ester;N-alpha-t-Butyloxycarbonyl-L-proline methyl ester;Pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester;Boc-L-Proline-methyl
• CAS NO: 59936-29-7
• Molecular Formula: C₁₁H₁₉NO₄
• Molecular Weight: 229.27
• Product Categories: Pyrrole&Pyrrolidine&Pyrroline;Amino Acids;Heterocyclic Building Blocks
• Mol File: 59936-29-7.mol
• Article Data: 102

Chemical Properties

• Boiling Point: 135°C/16mmHg(lit.)
• Flash Point: 128.3 °C
• Appearance: /
• Density: 1.12 g/cm³
• Vapor Pressure: 0.00232mmHg at 25°C
• Refractive Index: 1.4510 to 1.4550
• Storage Temp.: 2-8°C
• PKA: -3.35±0.40(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: Boc-L-Proline-methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-L-Proline-methyl ester(59936-29-7)
• EPA Substance Registry System: Boc-L-Proline-methyl ester(59936-29-7)

Safety Data

• Hazardous Substances Data: 59936-29-7(Hazardous Substances Data)

Usage

Description

Boc-L-Proline-methyl ester, also known as N-Boc-L-proline methyl ester, is an organic compound that serves as a building block in the synthesis of various pharmaceuticals and chemicals. It is characterized by the presence of a Boc (tert-butyloxycarbonyl) protecting group and a methyl ester functional group, which contribute to its stability and reactivity in chemical reactions.

Uses

Used in Pharmaceutical Industry:
Boc-L-Proline-methyl ester is used as an intermediate in the synthesis of various pharmaceutical compounds for its ability to provide a protected and reactive building block. This allows for the development of new drugs with improved efficacy and reduced side effects.
Used in Chemical Research:
In the field of chemical research, Boc-L-Proline-methyl ester is utilized as a versatile intermediate for the synthesis of a wide range of chemical compounds. Its unique structure allows for the exploration of new chemical reactions and the development of novel materials with potential applications in various industries.

InChI:InChI=1/C11H19NO4/c1-11(2,3)16-10(14)12-7-5-6-8(12)9(13)15-4/h8H,5-7H2,1-4H3/t8-/m0/s1

Upstream product

• 186581-53-3 diazomethane 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 67-56-1 methanol 
• 74-88-4 methyl iodide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 2133-40-6 L-proline methyl ester monohydrochloride 
• 148383-12-4 N^α-Fmoc-Pro-OMe 
• 147-85-3 L-proline 
• 41840-28-2 S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine 
• 175446-63-6 proline acid chloride 
• 13061-96-6 dihydroxy-methyl-borane 
• 74108-10-4 C₆H₁₅N*C₁₀H₁₇NO₄ 
• 4525-33-1 dimethyl dicarbonate 
• 294659-30-6 methyl 1-(tert-butyloxycarbonyl)pyrrole-2-carboxylate 

Downstream Products

• 250353-59-4 (2S,R_S)-1-(tert-butoxycarbonyl)-2-(2'-p-tolylsulfinyl)acetylpyrrolidine 
• 617690-02-5 (2S,1'S,2'S,3'S)-N-(tert-butoxycarbonyl)-2-[(1',2',3'-triacetoxy-4'-benzyloxy)butyl]pyrrolidine 
• 617690-01-4 (2S,1'S,2'S,3'S)-N-(tert-butoxycarbonyl)-2-[(4'-benzyloxy-1',2',3'-trihydroxy)butyl]pyrrolidine 
• 617690-00-3 (2S,1'R)-N-(tert-butoxycarbonyl)-2-[(4'-benzyloxy-1'-hydroxy)-E-but-2'-enyl]pyrrolidine 
• 617689-99-3 (2S)-N-(tert-butoxycarbonyl)-2-[(4'-benzyloxy-1'-oxo)-E-but-2'-enyl]pyrrolidine 
• 35634-41-4 (2S,5R)-pyrrolidine-2,5-dicarboxylic acid 
• 81702-31-0 (2S,5S)-pyrrolidine-2,5-dicarboxylic acid 
• 148719-90-8 (S)-α,α-diphenyl-2-pyrrolidinemethanol hydrochloride 
• 886449-74-7 7-benzyl-6-oxo-1,7-diazaspiro[4.5]decane-1-carboxylic acid tert-butyl ester 
• 886449-72-5 6-oxo-1,7-diaza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

METHODS OF TREATING PAINFUL DIABETIC PERIPHERAL NEUROPATHY

Provided herein are methods of treating painful diabetic peripheral neuropathy, such as advanced painful DPN, in a patient by administering to the patient an effective amount of NYX-2925 or a pharmaceutically acceptable salt thereof. Also provided are crystalline forms of 3-hydroxy-2-(5-isobutyryl-1-oxo-2,5-diazaspiro[3,4]octan-2-yl)butanamide.

Direct Amidation of Esters by Ball Milling**

The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.

X-ray Structure-Guided Discovery of a Potent, Orally Bioavailable, Dual Human Indoleamine/Tryptophan 2,3-Dioxygenase (hIDO/hTDO) Inhibitor That Shows Activity in a Mouse Model of Parkinson’s Disease

Human indoleamine 2,3-dioxygenase 1 (hIDO1) and tryptophan 2,3-dioxygenase (hTDO) have been closely linked to the pathogenesis of Parkinson’s disease (PD); nevertheless, development of dual hIDO1 and hTDO inhibitors to evaluate their potential efficacy against PD is still lacking. Here, we report biochemical, biophysical, and computational analyses revealing that 1H-indazole-4-amines inhibit both hIDO1 and hTDO by a mechanism involving direct coordination with the heme ferrous and ferric states. Crystal structure-guided optimization led to23, which manifested IC50values of 0.64 and 0.04 μM to hIDO1 and hTDO, respectively, and had good pharmacokinetic properties and brain penetration in mice.23showed efficacy against the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced mouse motor coordination deficits, comparable to Madopar, an anti-PD medicine. Further studies revealed that different from Madopar,23likely has specific anti-PD mechanisms involving lowering IDO1 expression, alleviating dopaminergic neurodegeneration, reducing inflammatory cytokines and quinolinic acid in mouse brain, and increasing kynurenic acid in mouse blood.