59768-74-0

Basic information

• Product Name: Boc-L-aspartic acid 4-methyl ester
• Synonyms: Boc-L-aspartic acid beta-Methyl ester;Boc-L-aspartic acid beta-Methyl ester dicyclohexylaMMoniuM salt;N-Boc-L-aspartic acid 4-Methyl ester dicyclohexylaMMoniuM salt, 95%;Boc-Asp(OMe)-OH >=98.0% (TLC);Boc-L-Asp(OMe)-OH;Boc-L-Asp(OMe)-OH·DCHA;Boc-L-aspartic acid b-methyl ester dicyclohexylammonium salt≥ 98% (HPLC);Boc-L-aspartic acid β-methyl ester≥ 99% (HPLC)
• CAS NO: 59768-74-0
• Molecular Formula: C₁₀H₁₇NO₆
• Molecular Weight: 247.25
• Product Categories: Boc-Amino Acids;Amino Acid Derivatives;Aspartic acid [Asp, D];Boc-Amino Acids and Derivative;Boc-Amino acid series
• Mol File: 59768-74-0.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 411.523 °C at 760 mmHg
• Flash Point: 202.682 °C
• Appearance: Clear colorless to yellow/Solution
• Density: 1.209 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.47
• Storage Temp.: −20°C
• BRN: 4810472
• CAS DataBase Reference: Boc-L-aspartic acid 4-methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-L-aspartic acid 4-methyl ester(59768-74-0)
• EPA Substance Registry System: Boc-L-aspartic acid 4-methyl ester(59768-74-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 59768-74-0(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

Boc-L-aspartic Acid β-Methyl Ester is used to prepare isoxazoline glycoprotein IIb/IIIa antagonists. It is also used to synthesize glutamic acid analogs as potent inhibitors of leukotriene A4 hydrolase.

InChI:InChI=1/C10H17NO6/c1-10(2,3)17-9(15)11-6(8(13)14)5-7(12)16-4/h6H,5H2,1-4H3,(H,11,15)(H,13,14)/t6-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 30925-18-9 2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester 
• 784191-90-8 methyl (3S)-3-[(tert-butoxycarbonyl)amino]-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]propanoate 
• 2177-62-0 β-methyl L-aspartate 
• 158201-15-1 α-benzyl β-methyl N^α-tert-butoxycarbonyl-(S)-aspartate 
• 16856-13-6 (+)-β-methyl-L-aspartate hydrochloride 
• 67-56-1 methanol 
• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 130622-08-1 dimethyl N-tert-butoxycarbonyl-L-aspartate 
• 1054666-03-3 (3S,4S)-3-tert-Butoxycarbonylamino-4,5-dihydroxy-pentanoic acid methyl ester 

Downstream Products

• 1026567-87-2 (S)-3-tert-Butoxycarbonylamino-N-phenethyl-succinamic acid methyl ester 
• 869587-03-1 1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[3-[2-chloro-4-[(methylsulfonyl)amino]phenyl]-1,2,4-oxadiazol-5-yl]-1-oxobutyl]pyrrolidine 

Relevant articles and documents

Stereoselective Synthesis of Protected l - Allo -Enduracididine and l -Enduracididine via Asymmetric Nitroaldol Reaction

The diastereoselecetive and scalable synthesis of cyclic guanidine-containing nonproteinoginic amino acids, enduracididines, has been achieved. Both diastereomers, l - allo -enduracididine and l -enduracididine, were prepared via catalyst-controlled asymmetric nitroaldol reaction with the aldehyde precursor derived from l -aspartic acid. The cyclic guanidine of di-Cbz-protected l - allo -enduracididine was fully protected with an allyl group to suppress nucleophilic side reactions. Introduced allyl group was efficiently removed via π-allylpalladium chemistry without attaching the Cbz group on the cyclic guanidine moiety.

Process for preparing deuterated desmosine and derivatives thereof

There is provided a process for preparing a compound represented by the following general formula (1) or a salt thereof, which comprises exchanging one or more of an amino proton in a compound represented by the following general formula (2) or a salt thereof to deuterium, and after the exchanging, converting a deuterium-exchanged compound of the compound represented by the general formula (2) or a salt thereof into the compound represented by the general formula (1) or a salt thereof: wherein, in the general formula (1), one, or two or more of hydrogen atom may be substituted with their isotope; and in the general formula (2), each of R1 is independently hydrogen atom, tert-butyloxycarbonyl group or benzyloxycarbonyl group, and R2 is independently tert-butyl group, benzyl group, methyl group or ethyl group.

Synthesis of desmosine-d4: Improvement of isotopic purity by D-H exchange of amino groups

Desmosine is a crosslinking pyridinium amino acid of elastin, which is a useful biomarker for the diagnosis of chronic obstructive pulmonary disease (COPD) by LC–MS/MS analysis. We previously reported a synthesis of desmosine-d4, which is useful as an internal standard for quantitative LC–MS/MS analysis of desmosines, by deuterogenation of an alkyne group; however, the isotopic purity of the desmosine-d4was only ca. 50%. The present report describes a new synthesis of desmosine-d4that improves the isotopic purity to ca. 90% by exchanging the protons of the amino groups to deuterium using deuterogenation.