73323-65-6

Basic information

• Product Name: BOC-D-PRO-OME
• Synonyms: BOC-D-PROLINE METHYL ESTER;BOC-D-PRO-OME;BOC-D-PYRD(2)-OME;R-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER;N-ALPHA-T-BUTOXYCARBONYL-D-PROLINE METHYL ESTER;N-ALPHA-T-BUTOXYCARBONYL-D-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER;BOC-D-PROLINE METHYLESTER LIQUID;N-BOC-D-PROLINE METHYL ESTER
• CAS NO: 73323-65-6
• Molecular Formula: C₁₁H₁₉NO₄
• Molecular Weight: 229.27
• EINECS: 233-720-0
• Product Categories: Pyrrole&Pyrrolidine&Pyrroline
• Mol File: 73323-65-6.mol

Chemical Properties

• Boiling Point: 288.6 °C at 760 mmHg
• Flash Point: 128.3 °C
• Appearance: /
• Density: 1.12 g/cm³
• Vapor Pressure: 0.00232mmHg at 25°C
• Refractive Index: 1.4510-1.4550
• Storage Temp.: Store at 0-5°C
• Solubility: Soluble in DMSO.
• PKA: -3.35±0.40(Predicted)
• CAS DataBase Reference: BOC-D-PRO-OME(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-PRO-OME(73323-65-6)
• EPA Substance Registry System: BOC-D-PRO-OME(73323-65-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 73323-65-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
BOC-D-PRO-OME is used as a key intermediate for the synthesis of various organic compounds. Its presence in the reaction mixture allows for the formation of complex molecular structures, which are essential in the development of new materials and chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, BOC-D-PRO-OME is used as a building block for the development of new drugs and therapeutic agents. Its unique properties enable the creation of novel drug candidates with potential applications in treating various diseases and medical conditions.
Used in Agrochemicals:
BOC-D-PRO-OME is employed as an intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation into these products helps improve their effectiveness in controlling pests and weeds, ultimately contributing to increased crop yields and food security.
Used in Dyestuff Industry:
In the dyestuff industry, BOC-D-PRO-OME is used as a crucial component in the production of various dyes and pigments. Its presence in the dye formulation allows for the creation of vibrant and long-lasting colors, which are essential for various applications, including textiles, plastics, and printing inks.

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-/m1/s1

Upstream product

• 145681-01-2 (+/-)-N-tert-butoxycarbonylproline methyl ester 
• 294659-30-6 methyl 1-(tert-butyloxycarbonyl)pyrrole-2-carboxylate 

Downstream Products

• 73365-02-3 tert-butoxycarbonyl-D-prolinal 
• 347189-06-4 (2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]proline methyl ester 
• 59378-81-3 1-(tert-butoxycarbonyl)prolin-2R-ol 
• 578741-08-9 (R)-(+)-1-carbamoyl-2-methoxymethylpyrrolidine 
• 578741-10-3 (R)-N-tert-butoxycarbonyl-2-methoxymethylpyrrolidine 
• 43041-12-9 methyl (2R)-pyrrolidine-2-carboxylate 
• 871716-67-5 (R)-N-(tert-butoxycarbonyl)-2-(2-chloroacetyl)pyrrolidine 
• 871728-06-2 C₂₂H₂₆N₆O₄S 
• 871728-03-9 C₂₃H₂₈N₆O₄S 
• 871728-07-3 C₂₄H₃₀N₆O₄S 
• 1310416-76-2 C₂₅H₃₂N₆O₄S 
• 871728-08-4 C₂₅H₃₂N₆O₄S 
• 1373959-74-0 (R)-tert-butyl 2-(hydrazinecarbonyl)pyrrolidine-1-carboxylate 

Relevant articles and documents

Catalytic Asymmetric Hydrogenation of Heteroarenes and Arenes

A trans-chelating chiral bisphosphine, PhTRAP, allows the ruthenium-catalyzed hydrogenation of various azoles to proceed with high enantioselectivity. The PhTRAP-ruthenium catalyst transformed indoles, pyrroles, imidazoles, and oxazoles into the correspon

Catalytic asymmetric hydrogenation of 2,3,5-trisubstituted pyrroles

Catalytic asymmetric hydrogenation of N-Boc-protected pyrroles proceeded with high enantioselectivity by using a ruthenium catalyst modified with a trans-chelating chiral bisphosphine PhTRAP. The ruthenium catalyst prepared from Ru(η3-methallyl

Enzyme-catalyzed enantiomeric resolution of N-Boc-proline as the key-step in an expeditious route towards RAMP

For the preparation of both enantiomers of N-carbamoyl-2-methoxymethylpyrrolidine, the precursors of Enders' chiral auxiliaries, SAMP and RAMP, enzyme-catalyzed kinetic resolution of racemic N-carbamoyl, N-Boc, N-Cbz proline esters and prolinols were examined. B. licheniformis protease (subtilisin) preferentially hydrolyzed the (R)-carbamoylproline ester with an enantiomeric ratio (E) of 10. To a hydrophobic N-Cbz proline ester, subtilisin showed lower selectivity (E=2.8), and in contrast, a purified protease (isozyme A) from the earthworm showed the preference of (S)-enantiomer (E=13.6). In a practical sense, C. antarctica lipase B (Chirazyme L-2) was effective for the hydrolysis of both N-Boc and N-Cbz derivatives with E >100. The e.e. of (R)-N-carbamoyl-2-methoxymethylpyrrolidine was raised to be >99.9% by recrystallization at the N-Boc-prolinol stage, which was derived from the (R)-N-Boc-proline methyl ester (98.7% e.e.) through a preparative-scale enzyme-catalyzed resolution (49% yield) of the racemic substrate.