(R)-Diethyl 2-aminosuccinate hydrochloride

Base Information

• Chemical Name: (R)-Diethyl 2-aminosuccinate hydrochloride
• CAS No.: 112018-26-5
• Molecular Formula: C8H15NO4.ClH
• Molecular Weight: 225.672
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID80497272
• Mol file: 112018-26-5.mol

Synonyms:(R)-Diethyl 2-aminosuccinate hydrochloride;112018-26-5;D-Aspartic acid diethyl ester hydrochloride;diethyl (2R)-2-aminobutanedioate;hydrochloride;(R)-diethyl 2-aminosuccinate HCl;H-D-Asp(OEt)-OEt.HCl;(R)-Diethyl2-aminosuccinatehydrochloride;(r)-aspartic acid diethyl ester hydrochloride;Diethyl D-aspartate hydrochloride;DTXSID80497272;MFCD11225843;AKOS016844230;DS-14329;CS-0151876;Diethyl D-aspartate--hydrogen chloride (1/1);A851365;(R)-Diethyl 2-aminosuccinate hydrochloride (H-D-Asp(OEt)-OEt.HCl)

Chemical Property of (R)-Diethyl 2-aminosuccinate hydrochloride

Chemical Property:

• PSA: 78.62000
• LogP: 1.33230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 225.0767857
• Heavy Atom Count: 14
• Complexity: 181

Purity/Quality:

98.5% ^*data from raw suppliers

D-?Asparticaciddiethylesterhydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(C(=O)OCC)N.Cl
• Isomeric SMILES: CCOC(=O)C[C@H](C(=O)OCC)N.Cl

Technology Process of (R)-Diethyl 2-aminosuccinate hydrochloride

There total 6 articles about (R)-Diethyl 2-aminosuccinate hydrochloride 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: 99.0%

ethanol (64-17-5) + (2R)-aspartic acid (1783-96-6,25608-40-6,27881-03-4,32505-46-7,52526-39-3) → (R)-aspartic acid diethyl ester hydrochloride (112018-26-5)

Guidance literature:

ethanol; With acetyl chloride; at 0 - 20 ℃; for 0.5h;

(2R)-aspartic acid; for 2h; Heating / reflux;

Reference yield:

(3R,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-<(ethoxycarbonyl)methyl>-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one (911222-16-7) → (R)-aspartic acid diethyl ester hydrochloride (112018-26-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / hydrogen / PdCl₂ / ethanol; tetrahydrofuran / 24 h / 25 °C / 1034.3 Torr

2: HCl / 1.5 h / Heating

With hydrogenchloride; hydrogen; palladium dichloride; In tetrahydrofuran; ethanol;

DOI:10.1021/ja00213a031

Reference yield:

(3R,5R,6S)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-<(ethoxycarbonyl)methyl>-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one (123098-58-8) → (R)-aspartic acid diethyl ester hydrochloride (112018-26-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / H₂ / PdCl₂ / tetrahydrofuran; ethanol / 24 h / 2585.7 Torr

2: HCl / 2 h / Heating

With hydrogenchloride; hydrogen; palladium dichloride; In tetrahydrofuran; ethanol;

DOI:10.1021/ja00024a038

upstream raw materials:

ethanol

(R)-Aspartate β-ethyl ester

D-β-carboxyaspartic acid

(3R,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-<(ethoxycarbonyl)methyl>-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

Downstream raw materials:

(R)-2-((R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionylamino)-succinic acid diethyl ester

D-Boc-L-Asp(OEt)OEt

Refernces

• 1、 -. "CERTAIN CHEMICAL ENTITIES, COMPOSITIONS, AND METHODS". Page/Page column 75-76. . Retrieved 2010/11/27.
• 2、 Williams, Robert M.,Sinclair, Peter J.,Zhai, Dongguan,Chen, Daimo. "Practical Asymmetric Syntheses of α-Amino Acids through Carbon-Carbon Bond Constructions on Electrophilic Glycine Templates". . p. 1547 - 1557. Retrieved 2007/10/02.