59279-60-6

Basic information

• Product Name: (R)-N-Boc-glutamic acid-1,5-dimethyl ester
• Synonyms: BOC-L-GLU(OME)-OME;BOC-L-GLUTAMIC ACID DIMETHYL ESTER;BOC-GLU(OME)-OME;N-alpha-t-Butyloxycarbonyl-L-glutamic acid di-methyl ester;Dimethyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioate;(S)-diMethyl 2-(tert-butoxycarbonylaMino)pentanedioate;(S)-2-tert-ButoxycarbonylaMinopentanedioic acid diMethyl ester;N-Boc-L-GlutaMic Acid diMethyl ester/(S)-2-tert-ButoxycarbonylaMino-pentanedioic acid diMethyl ester (S)-2-tert-ButoxycarbonylaMino-pentanedioic acid diMethyl ester
• CAS NO: 59279-60-6
• Molecular Formula: C₁₂H₂₁NO₆
• Molecular Weight: 275.3
• Mol File: 59279-60-6.mol

Chemical Properties

• Melting Point: 43.0 to 47.0 °C
• Boiling Point: 370.9 °C at 760 mmHg
• Flash Point: 178.1 °C
• Appearance: Colorless to pale yellow/Liquid
• Density: 1.117g/cm³
• Vapor Pressure: 1.07E-05mmHg at 25°C
• Refractive Index: 1.452
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly)
• PKA: 10.86±0.46(Predicted)
• CAS DataBase Reference: (R)-N-Boc-glutamic acid-1,5-dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-Boc-glutamic acid-1,5-dimethyl ester(59279-60-6)
• EPA Substance Registry System: (R)-N-Boc-glutamic acid-1,5-dimethyl ester(59279-60-6)

Safety Data

• Hazardous Substances Data: 59279-60-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-N-Boc-glutamic acid-1,5-dimethyl ester is used as a pharmaceutical intermediate for the development of new drugs. Its unique structure allows for the creation of novel compounds with potential therapeutic applications, contributing to the advancement of medical treatments.
Used in Chemical Production Processes:
(R)-N-Boc-glutamic acid-1,5-dimethyl ester is also utilized as an organic synthesis intermediate in the chemical industry. Its versatility in chemical reactions enables the production of a wide range of chemical products, from specialty chemicals to advanced materials.
Used in Laboratory Research and Development:
In addition to its industrial applications, (R)-N-Boc-glutamic acid-1,5-dimethyl ester is a valuable compound for laboratory research and development. Its unique properties make it an ideal candidate for studying various chemical reactions and exploring new synthetic pathways, further expanding the knowledge and capabilities within the scientific community.

Synthesis

L-glutamic acid (10.0 g, 67.97 mmol) was dissolved in 200 mL of methanol, and SOCl2(10.85 mL, 149.53 mmol)was slowly added dropwise under an ice bath. After the addition, reflux was performed at 65 ° C. After 2 hours, the reaction system was cooled to room temperature, and methanol was evaporated to dryness under reduced pressure to obtain a colorless viscous substance.This colorless viscous substance was dissolved in 200 mL of THF, (Boc)2O (22.25 g, 101.95 mmol) was addedunder an ice bath, and triethylamine (14.13 mL, 101.95 mmol) was slowly added dropwise.After the addition was complete, the reaction was allowed to proceed at room temperature overnight.After completion of the reaction, the solvent was distilled off under reduced pressure.The residue was dissolved in 200 mL of dichloromethane.The organic phase was washed with water (200 mL * 2), saturated citric acid solution (200 mL * 2), saturated sodium bicarbonate solution (200 mL * 2), and saturated brine (200 mL * 2) in that order.The organic phase was dried over anhydrous Na2SO4. Thefiltrate was collected by filtration, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (petroleum ether: ethyl acetate = 4: 1 v / v) to give a colorless oily product 2 (18.34 g, yield 98%)

InChI:InChI=1/C12H21NO6/c1-12(2,3)19-11(16)13-8(10(15)18-5)6-7-9(14)17-4/h8H,6-7H2,1-5H3,(H,13,16)/t8-/m0/s1

Upstream product

• 6525-53-7 L-glutamic acid dimethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 206128-03-2 (S)-dimethyl 2-(bis(tert-butoxycarbonyl)amino)pentanedioate 
• 23150-65-4 L-glutamic dimethyl ester hydrochloride 
• 56-86-0 L-glutamic acid 
• 56-85-9 L-glutamine 
• 75-77-4 chloro-trimethyl-silane 
• 2419-94-5 Boc-Glu 
• 74-88-4 methyl iodide 
• 13726-85-7 Boc-Gln-OH 
• 67436-17-3 dimethyl (S)-N-(benzyloxycarbonyl)glutamate 
• 500143-66-8 dimethyl (2S)-2-{N-[(tert-butoxy)carbonyl]benzyloxycarbonylamino}pentane-1,5-dioate 
• 67-56-1 methanol 
• 4976-88-9 (S)-methyl 5-amino-2-(tert-butoxycarbonylamino)-5-oxopentanoate 

Downstream Products

• 431881-22-0 (2R,4S)-2-((3aR,6R,7R,7aR)-7-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid dimethyl ester 
• 500143-66-8 dimethyl (2S)-2-{N-[(tert-butoxy)carbonyl]benzyloxycarbonylamino}pentane-1,5-dioate 
• 951163-61-4 (3S,5S)-(5-methyl-piperidin-3-yl)-carbamic acid tert-butyl ester 
• 1295568-51-2 (S)-N-(tetrahydro-2H-pyran-3-yl)cinnamamide 
• 122380-18-1 iso-thaxtomin A 
• 122380-18-1 thanxtomin-A 
• 1609638-32-5 (2R,4S)-dimethyl 2-(benzyloxymethyl)-4-(tert-butoxycarbonylamino)pentanedioate 
• 1609638-33-6 (2R,4R)-1-tert-butyl 2-methyl 4-(benzyloxymethyl)-5-oxopyrrolidine-1,2-dicarboxylate 
• 127607-98-1 (S)-4-(Hydroxyimino-methyl)-5-oxo-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester 
• 130696-46-7 (S)-4-(Hydroxyimino-methyl)-5-oxo-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester 
• 127607-97-0 (S)-2-(4-Nitro-benzylamino)-3-[2-(4-nitro-benzyl)-5-oxo-2,5-dihydro-isoxazol-4-yl]-propionic acid 4-nitro-benzyl ester 
• 127607-90-3 N-benzoyl TAN-950 A 
• 127607-88-9 TAN 950A 
• 216854-24-9 tert-butyl (S)-(N-benzylpiperidin-3-yl)carbamate 

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