Alcophosphamide

Base Information

• Chemical Name: Alcophosphamide
• CAS No.: 52336-54-6
• Molecular Formula: C₇H₁₇Cl₂N₂O₃P
• Molecular Weight: 279.103
• NSC Number: 153182,227248
• UNII: X3CP3B98PL
• DSSTox Substance ID: DTXSID601201275
• Nikkaji Number: J562.727C
• Wikidata: Q27149603
• ChEMBL ID: CHEMBL3706540
• Mol file: 52336-54-6.mol

Synonyms:alcophosphamide

Chemical Property of Alcophosphamide

Chemical Property:

• Vapor Pressure: 1.41E-08mmHg at 25°C
• Boiling Point: 413.8°Cat760mmHg
• PKA: 14.72±0.10(Predicted)
• Flash Point: 204°C
• PSA: 85.60000
• Density: 1.356g/cm³
• LogP: 1.93210
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 278.0353848
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

> 95% ^*data from raw suppliers

Alcophosphamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CO)COP(=O)(N)N(CCCl)CCCl
• Uses: Alcophosphamide is a metabolite of the chemotherapeutic agent Cyclophosphamide (C988580).

Technology Process of Alcophosphamide

There total 2 articles about Alcophosphamide 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:

O-(3-Benzyloxypropyl)-N,N-bis-(2-chlorethyl)-phosphorodiamidat (55250-96-9) → O-(3-Hydroxypropyl)-N,N-bis(2-chloroethyl)phosphorodiamidate (52336-54-6,60342-84-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00238a011

Reference yield:

phosphoramide mustard (10159-53-2) + 3-benzyloxypropan-1-ol (4799-68-2) → O-(3-Hydroxypropyl)-N,N-bis(2-chloroethyl)phosphorodiamidate (52336-54-6,60342-84-9)

Guidance literature:

Multistep reaction; (i), (ii) NH₃, (iii) H₂, Pd;

DOI:10.1016/S0040-4039(01)83797-7

Reference yield:

O-(3-Hydroxypropyl)-N,N-bis(2-chloroethyl)phosphorodiamidate (52336-54-6,60342-84-9) → C8H16Cl2N3O3P (65263-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Py*HClCrO₃ / CH₂Cl₂

2: (i) aq. NaHSO₄, (ii) /BRN= 3587243/, CHCl₃

With Py*HClCrO₃; In dichloromethane;

DOI:10.1016/S0040-4039(01)83797-7

upstream raw materials:

phosphoramide mustard

3-benzyloxypropan-1-ol

O-(3-Benzyloxypropyl)-N,N-bis-(2-chlorethyl)-phosphorodiamidat

Downstream raw materials:

C₈H₁₆Cl₂N₃O₃P