3-Dechloroethylifosfamide

Base Information

• Chemical Name: 3-Dechloroethylifosfamide
• CAS No.: 36761-83-8
• Deprecated CAS: 105307-66-2
• Molecular Formula: C5H12 Cl N2 O2 P
• Molecular Weight: 198.589
• Hs Code.: 2934999090
• UNII: C6Q3UC3WP5
• DSSTox Substance ID: DTXSID30909416
• Nikkaji Number: J426.680C,J3.148.444H,J3.148.447B
• Wikidata: Q27149602
• ChEMBL ID: CHEMBL87658
• Mol file: 36761-83-8.mol

Synonyms:(+-)-isomer of dechloroethylcyclophosphamide;(R)-isomer of dechloroethylcyclophosphamide;(S)-isomer of dechloroethylcyclophosphamide;3-DCE-IFF;3-DClIF;3-dechloroethylifosfamide;dechloroethylcyclophosphamide;N-dechloroethyl-CPA

Chemical Property of 3-Dechloroethylifosfamide

Chemical Property:

• Vapor Pressure: 0.0062mmHg at 25°C
• Boiling Point: 272.1°Cat760mmHg
• Flash Point: 118.4°C
• PSA: 60.17000
• Density: 1.3g/cm³
• LogP: 1.65250
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 198.0324923
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

N-DechloroethylCyclophosphamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNP(=O)(OC1)NCCCl

Technology Process of 3-Dechloroethylifosfamide

There total 8 articles about 3-Dechloroethylifosfamide 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: 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;

Reference yield:

(R)-2-aziridin-1-yl-3-((R)-1-phenyl-ethyl)-[1,3,2]oxazaphosphinane 2-oxide (72578-61-1) → Dechloroethylcyclophosphamide (36761-83-8,105307-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl / diethyl ether

2: H₂ / Pd-C / ethanol

With hydrogenchloride; hydrogen; palladium on activated charcoal; In diethyl ether; ethanol;

DOI:10.1021/ja00520a015

Reference yield:

(2-chloro-ethyl)-[(S)-2-oxo-3-((R)-1-phenyl-ethyl)-2λ5-[1,3,2]oxazaphosphinan-2-yl]-amine (72578-68-8) → Dechloroethylcyclophosphamide (36761-83-8,105307-66-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00520a015

upstream raw materials:

(2-chloro-ethyl)-[(S)-2-oxo-3-((R)-1-phenyl-ethyl)-2λ⁵-[1,3,2]oxazaphosphinan-2-yl]-amine

(2-chloro-ethyl)-[(R)-2-oxo-3-((R)-1-phenyl-ethyl)-2λ⁵-[1,3,2]oxazaphosphinan-2-yl]-amine

2-chloroethanamine hydrochloride

propan-1-ol-3-amine

Downstream raw materials:

3-chloroacetyl-2-(2-chloro-ethylamino)-[1,3,2]oxazaphosphinane (R)-2-oxide

3-aminopropyl dihydrogen phosphate

(2-chloro-ethyl)-phosphoramidic acid mono-(3-amino-propyl) ester

chloroethylamine