Boc-L-aspartic acid 4-methyl ester

Base Information

• Chemical Name: Boc-L-aspartic acid 4-methyl ester
• CAS No.: 59768-74-0
• Molecular Formula: C₁₀H₁₇NO₆
• Molecular Weight: 247.248
• Hs Code.: 29241990
• European Community (EC) Number: 818-022-1
• DSSTox Substance ID: DTXSID20450548
• Nikkaji Number: J806.062B
• Wikidata: Q72448554
• Mol file: 59768-74-0.mol

Synonyms:Boc-Asp(OMe)-OH;59768-74-0;Boc-L-aspartic acid 4-methyl ester;(S)-2-((tert-Butoxycarbonyl)amino)-4-methoxy-4-oxobutanoic acid;(2S)-4-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoic acid;(S)-2-(tert-butoxycarbonylamino)-4-methoxy-4-oxobutanoic acid;MFCD00078971;(2S)-2-([(TERT-BUTOXY)CARBONYL]AMINO)-4-METHOXY-4-OXOBUTANOIC ACID;(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-methoxy-4-oxobutanoic acid;SCHEMBL344762;DTXSID20450548;WFPSMPYVXFVVFA-LURJTMIESA-N;BCP21995;AKOS010365904;AKOS015851609;AC-8612;CS-W007399;HY-W007399;AS-17635;Boc-Asp(OMe)-OH, >=98.0% (TLC);A26608;EN300-199052;(S)-2-((Boc)amino)-4-methoxy-4-oxobutanoic acid;3-(Methoxycarbonyl)-N-(tert-butyloxycarbonyl)-L-alanine

Chemical Property of Boc-L-aspartic acid 4-methyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.47
• Boiling Point: 411.523 °C at 760 mmHg
• Flash Point: 202.682 °C
• PSA: 101.93000
• Density: 1.209 g/cm³
• LogP: 0.91830
• Storage Temp.: −20°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 247.10558726
• Heavy Atom Count: 17
• Complexity: 306

Purity/Quality:

min 98.0% ^*data from raw suppliers

Boc-L-asparticAcidβ-MethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC(=O)OC)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC(=O)OC)C(=O)O
• 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.

Technology Process of Boc-L-aspartic acid 4-methyl ester

There total 11 articles about Boc-L-aspartic acid 4-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: 100.0%

α-benzyl β-methyl Nα-tert-butoxycarbonyl-(S)-aspartate (158201-15-1) → (S)-2-t-butoxycarbonylaminosuccinic acid 4-methyl ester (59768-74-0,124184-67-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 2h; under 2068.65 Torr;

DOI:10.1039/b702076g

Reference yield: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + (+)-β-methyl-L-aspartate hydrochloride (16856-13-6) → (S)-2-t-butoxycarbonylaminosuccinic acid 4-methyl ester (59768-74-0,124184-67-4)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; Ambient temperature;

DOI:10.3987/com-97-s19

Reference yield: 89.0%

(+)-β-methyl-L-aspartate hydrochloride (16856-13-6) → (S)-2-t-butoxycarbonylaminosuccinic acid 4-methyl ester (59768-74-0,124184-67-4)

Guidance literature:

With di-tert-butyl dicarbonate; sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃;

DOI:10.3998/ark.5550190.0011.910

upstream raw materials:

methanol

BOC-L-aspartic acid 4-benzyl ester

di-tert-butyl dicarbonate

(+)-β-methyl-L-aspartate hydrochloride

Downstream raw materials:

α-benzyl β-methyl N^α-tert-butoxycarbonyl-(S)-aspartate

(3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoic acid methyl ester

(S)-3-tert-Butoxycarbonylamino-N-phenethyl-succinamic acid methyl ester

(S)-N-Benzyl-3-tert-butoxycarbonylamino-N-butyl-succinamic acid methyl ester

Refernces

• 1、 -. "COMPLEX". Paragraph 0070-0072. . Retrieved 2019/11/03.
• 2、 Takaishi, Tomohiro,Wakisaka, Kyosuke,Vavricka, Christopher J.,Kiyota, Hiromasa,Izumi, Minoru. "Multigram-scale and column chromatography-free synthesis of L-azetidine-2-carboxylic acid for the synthesis of nicotianamine and its derivatives". . p. 2126 - 2134. Retrieved 2019/04/04.