Diethyl 2-isocyanatopentanedioate

Base Information

• Chemical Name: Diethyl 2-isocyanatopentanedioate
• CAS No.: 17046-23-0
• Molecular Formula: C10H15NO5
• Molecular Weight: 229.23
• NSC Number: 514228
• DSSTox Substance ID: DTXSID10325635
• Mol file: 17046-23-0.mol

Synonyms:17046-23-0;diethyl 2-isocyanatopentanedioate;Pentanedioic acid, 2-isocyanato-, diethyl ester;NSC 514228;1,5-DIETHYL 2-ISOCYANATOPENTANEDIOATE;2-isocyanatopentanedioic acid diethyl ester;NSC514228;SCHEMBL11625761;DTXSID10325635;Diethyl N-(oxomethylidene)glutamate;AKOS015843400;NSC-514228;2-isocyanato-pentanedioic acid diethyl ester;A811203

Chemical Property of Diethyl 2-isocyanatopentanedioate

Chemical Property:

• Vapor Pressure: 0.00221mmHg at 25°C
• Refractive Index: 1.474
• Boiling Point: 289.3 °C at 760 mmHg
• Flash Point: 114 °C
• PSA: 82.03000
• Density: 1.13 g/cm³
• LogP: 0.59720
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(C(=O)OCC)N=C=O

Technology Process of Diethyl 2-isocyanatopentanedioate

There total 2 articles about Diethyl 2-isocyanatopentanedioate 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: 82.0%

C16H21NO6 → diethyl 2-isocyanatoglutarate (17046-23-0)

Guidance literature:

With Duranate TPA-100; In 1,2-dichloro-benzene; at 200 - 250 ℃; for 200h; Solvent; Temperature;

Reference yield:

diethyl 2-aminopentanedioate (55895-85-7) → diethyl 2-isocyanatoglutarate (17046-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 15 h / 140 °C / 375.04 Torr / Inert atmosphere

1.2: 10 h / 80 °C

2.1: 1,2-dichloro-benzene / 160 - 250 °C / 6000.6 Torr / Inert atmosphere; Flow reactor

In 1,2-dichloro-benzene;

Reference yield: 79.0%

diethyl 2-isocyanatoglutarate (17046-23-0) + (S)-4-Amino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid ethyl ester; hydrochloride (96846-27-4) → 2-[3-((S)-3-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-3-ethoxycarbonyl-propyl)-ureido]-pentanedioic acid diethyl ester (96846-33-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 - 25 ℃; for 18h;

DOI:10.1021/jm00146a008

upstream raw materials:

diethyl 2-aminopentanedioate

Downstream raw materials:

2-[3-((S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-2-ethoxycarbonyl-ethyl)-ureido]-pentanedioic acid diethyl ester

2-[3-((S)-3-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-3-ethoxycarbonyl-propyl)-ureido]-pentanedioic acid diethyl ester

N-<<<2-carboxy-2-<<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>amino>ethyl>amino>carbonyl>-L-glutamic acid

Refernces

• 1、 -. "ISOCYANATE PRODUCTION METHOD". Paragraph 0434-0443; 0445-0450; 0453-0457; 0460; 0462; 0479. . Retrieved 2020/05/02.