3-(2-Chloroactyl)-2-[(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide

Base Information

• Chemical Name: 3-(2-Chloroactyl)-2-[(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide
• CAS No.: 119670-13-2
• Molecular Formula: C7H13Cl2N2O3P
• Molecular Weight: 275.06900
• UNII: SD8LX239CL
• Mol file: 119670-13-2.mol

Synonyms:72578-71-3;2'-Oxo Ifosfamide;Ifosfamide acylate;119670-13-2;3-(2-Chloroactyl)-2-[(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide;SD8LX239CL;2-chloro-1-[2-(2-chloroethylamino)-2-oxo-1,3,2lambda5-oxazaphosphinan-3-yl]ethanone;2H-1,3,2-Oxazaphosphorin-2-amine,3-(chloroacetyl)-N-(2-chloroethyl)tetrahydro-, 2-oxide, (R)-;(R)-2-Chloro-1-(2-((2-chloroethyl)amino)-2-oxido-1,3,2-oxazaphosphinan-3-yl)ethanone;2-Chloro-1-(2-((2-chloroethyl)amino)-2-oxido-1,3,2-oxazaphosphinan-3-yl)ethan-1-one;2-Chloro-1-(2-((2-chloroethyl)amino)dihydro-2-oxido-2H-1,3,2-oxazaphosphorin-3(4H)-yl)ethanone;Ethanone, 2-chloro-1-(2-((2-chloroethyl)amino)dihydro-2-oxido-2H-1,3,2-oxazaphosphorin-3(4H)-yl)-;starbld0039856;UNII-SD8LX239CL;Ifosfamide acylation objects;IFOSFAMIDE Compound III;SCHEMBL7593141;AKOS015895964;CS-O-15620;3-(Chloroacetyl)-N-(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-Oxide;2 inverted exclamation mark -Oxo Ifosfamide;FT-0653131;FT-0673373;A837567;J-004172;2-chloro-1-[2-(2-chloroethylamino)-2-oxo-1,3,2$l^{5}-oxazaphosphorinan-3-yl]ethanone;3-(2-chloroacetyl)-2-[(2-chloroethyl)amino]-1,3,2|E?-oxazaphosphinan-2-one;2-chloranyl-1-[2-(2-chloroethylamino)-2-oxidanylidene-1,3,2$l^{5}-oxazaphosphinan-3-yl]ethanone;Ethanone, 2-chloro-1-[2-[(2-chloroethyl)amino]dihydro-2-oxido-2H-1,3,2-oxazaphosphorin-3(4H)-yl]-;2H-1,3,2-Oxazaphosphorin-2-amine, 3-(chloroacetyl)-N-(2-chloroethyl)tetrahydro-, 2-oxide (9CI);Ifosfamide Impurity G

Chemical Property of 3-(2-Chloroactyl)-2-[(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide

Chemical Property:

• Boiling Point: 355.0±52.0 °C(Predicted)
• PKA: -1.29±0.20(Predicted)
• PSA: 68.45000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 1.73940
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 274.0040847
• Heavy Atom Count: 15
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

2'-OXO IFOSFAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(P(=O)(OC1)NCCCl)C(=O)CCl
• Uses: Ifosfamide intermediate

Technology Process of 3-(2-Chloroactyl)-2-[(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide

There total 1 articles about 3-(2-Chloroactyl)-2-[(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide 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: 50.0%

2-chloroethanamine hydrochloride (870-24-6) + chloroacetyl chloride (79-04-9) + propan-1-ol-3-amine (156-87-6) → 3-chloroacetyltetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide (119670-13-2)

Guidance literature:

propan-1-ol-3-amine; With 2-methyl-but-2-ene; triethylamine; trichlorophosphate; In chloroform; at -5 - 20 ℃;

2-chloroethanamine hydrochloride; With triethylamine; In chloroform; at 20 ℃; for 1h;

chloroacetyl chloride; In chloroform; at 40 ℃; for 1h;

Reference yield: 73.0%

3-chloroacetyltetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide (119670-13-2) → Dechloroethylcyclophosphamide (36761-83-8,105307-66-2)

Guidance literature:

With sodium tetrahydroborate; In isopropyl alcohol; for 0.666667h;

upstream raw materials:

2-chloroethanamine hydrochloride

chloroacetyl chloride

propan-1-ol-3-amine

Downstream raw materials:

Dechloroethylcyclophosphamide