Diethyl (S)-(-)-2-Isocyanatoglutarate

Base Information

• Chemical Name: Diethyl (S)-(-)-2-Isocyanatoglutarate
• CAS No.: 145080-95-1
• Molecular Formula: C10H15NO5
• Molecular Weight: 229.233
• Hs Code.: 2929109000
• European Community (EC) Number: 678-550-1
• DSSTox Substance ID: DTXSID10439281
• Nikkaji Number: J510.752K
• Mol file: 145080-95-1.mol

Synonyms:145080-95-1;Diethyl (S)-(-)-2-Isocyanatoglutarate;(S)-(-)-2-Isocyanatoglutaric Acid Diethyl Ester;DIETHYL (2S)-2-ISOCYANATOPENTANEDIOATE;(S)-(-)-2-ISOCYANATOGLUTARICACIDDIETHYLESTER;Pentanedioic acid, 2-isocyanato-, 1,5-diethyl ester, (2S)-;SCHEMBL6896191;DTXSID10439281;MFCD00191663;(S)-diethyl 2-isocyanatopentanedioate;AKOS015853923;Diethyl (S)-2-isocyanatopentanedioate;AS-70577;Diethyl (S)-(-)-2-Isocyanatopentanedioate;(S)-2-Isocyanatoglutaric acid diethyl ester;1,5-diethyl (2S)-2-isocyanatopentanedioate;I0468;T71784;J-008050;(S)-(-)-2-Isocyanatopentanedioic Acid Diethyl Ester;Pentanedioic acid,2-isocyanato-,1,5-diethyl ester,(2S)-

Chemical Property of Diethyl (S)-(-)-2-Isocyanatoglutarate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: -43.5 ° (C=neat)
• Boiling Point: 289.346 °C at 760 mmHg
• Flash Point: 113.998 °C
• PSA: 82.03000
• Density: 1.138 g/cm³
• LogP: 0.59720
• Storage Temp.: Refrigerator
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 229.09502258
• Heavy Atom Count: 16
• Complexity: 283

Purity/Quality:

98%,99%, ^*data from raw suppliers

diethyl (2S)-2-isocyanatopentanedioate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl (S)-(-)-2-Isocyanatoglutarate

There total 4 articles about Diethyl (S)-(-)-2-Isocyanatoglutarate 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: 94.0%

phosgene (75-44-5) + diethyl-L-glutamate hydrochloride (1118-89-4) → (S)-(-)-2-isocyanatoglutaric acid diethyl ester (145080-95-1)

Guidance literature:

With pyridine; In tetrahydrofuran; dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jo00052a069

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + diethyl-L-glutamate hydrochloride (1118-89-4) → (S)-(-)-2-isocyanatoglutaric acid diethyl ester (145080-95-1)

Guidance literature:

bis(trichloromethyl) carbonate; diethyl-L-glutamate hydrochloride; In dichloromethane; at -5 - 5 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at -5 - 10 ℃; for 2h;

Reference yield:

diethyl-L-glutamate hydrochloride (1118-89-4) + trichloromethyl chloroformate (503-38-8) → (S)-(-)-2-isocyanatoglutaric acid diethyl ester (145080-95-1)

Guidance literature:

diethyl-L-glutamate hydrochloride; trichloromethyl chloroformate; In dichloromethane; at -5 - 5 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at -5 - 10 ℃; for 2h;

upstream raw materials:

phosgene

diethyl-L-glutamate hydrochloride

bis(trichloromethyl) carbonate

trichloromethyl chloroformate

Downstream raw materials:

N-benzyloxycarbonyl-L-glutamic acid

N,N-Bis-(2-chlor-aethyl)-carbamyl-L-glutaminsaeure-diaethylester

[121I]-DCIT