N-((2-Chloroethyl)nitrosocarbamoyl)-L-threonine

Base Information

• Chemical Name: N-((2-Chloroethyl)nitrosocarbamoyl)-L-threonine
• CAS No.: 80687-08-7
• Molecular Formula: C₇H₁₂ClN₃O₅
• Molecular Weight: 253.642
• NSC Number: 356558
• DSSTox Substance ID: DTXSID901001414
• Mol file: 80687-08-7.mol

Synonyms:80687-08-7;NSC356558;DTXSID901001414;NSC-356558;N-{[(2-Chloroethyl)(nitroso)amino](hydroxy)methylidene}threonine

Chemical Property of N-((2-Chloroethyl)nitrosocarbamoyl)-L-threonine

Chemical Property:

• Density: 1.58g/cm³
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 253.0465482
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)O)NC(=O)N(CCCl)N=O)O

Technology Process of N-((2-Chloroethyl)nitrosocarbamoyl)-L-threonine

There total 2 articles about N-((2-Chloroethyl)nitrosocarbamoyl)-L-threonine 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: 62.0%

ester benzylique de la N-(chloro-2-ethyl)-N-nitrosocarbamyl-L-threonine (96409-02-8) → N-L-threonine (80687-08-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; cyclohexene; for 1h; Heating;

Reference yield: 34.0%

L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + N1-(2-chloroethyl)-N1-nitrosocarbamoyl azide (60784-40-9) → N-L-threonine (80687-08-7)

Guidance literature:

With sodium hydrogencarbonate; In water; isopropyl alcohol;

DOI:10.1002/ardp.19813141104

Reference yield:

p-toluidine (106-49-0,12221-03-3) + N-L-threonine (80687-08-7) → C14H19ClN4O4 (80687-23-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; for 1h;

DOI:10.1002/ardp.19813141104

upstream raw materials:

L-threonine

N₁-(2-chloroethyl)-N₁-nitrosocarbamoyl azide

ester benzylique de la N-(chloro-2-ethyl)-N-nitrosocarbamyl-L-threonine

Downstream raw materials:

C₁₄H₁₉ClN₄O₄

N-L-threonine anilide

Refernces

• 1、 Tang,Eisenbrand. "Synthesis of potentially antineoplastic derivatives of N-[N-(2-chloroethyl)-N-nitrosocarbamoyl]amino acids". . p. 910 - 917. Retrieved 2007/10/02.