cis-4-Hydroperoxycyclophosphamide

Base Information

• Chemical Name: cis-4-Hydroperoxycyclophosphamide
• CAS No.: 56922-83-9
• Molecular Formula: C₇H₁₅Cl₂N₂O₄P
• Molecular Weight: 293.087
• Mol file: 56922-83-9.mol

Synonyms:cis-4-Hydroperoxycyclophosphamide

Chemical Property of cis-4-Hydroperoxycyclophosphamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-4-Hydroperoxycyclophosphamide

There total 4 articles about cis-4-Hydroperoxycyclophosphamide 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: 70.0%

2-bis(2-chloroethyl)aminotetrahydro-2H-3,4-epoxy<1,3,2>oxazaphosphorine 2-oxide (74307-83-8) → trans-4-hydroperoxycyclophosphamide (39800-16-3,56922-83-9,61903-31-9,62435-42-1,146566-40-7)

Guidance literature:

With water; In dichloromethane; acetone; for 0.5h;

DOI:10.1021/ja00537a054

Reference yield: 27.0%

O-3-buten-1-yl N,N-bis(2-chloroethyl)phosphorodiamidate (39800-29-8) → trans-4-hydroperoxycyclophosphamide (39800-16-3,56922-83-9,61903-31-9,62435-42-1,146566-40-7)

Guidance literature:

With dihydrogen peroxide; ozone; In water; acetone; Ambient temperature;

DOI:10.1021/jm00370a008

Reference yield:

iminocyclophosphamide (84489-09-8) → trans-4-hydroperoxycyclophosphamide (39800-16-3,56922-83-9,61903-31-9,62435-42-1,146566-40-7)

Guidance literature:

With Tris buffer (1.0 M); dihydrogen peroxide; at 30 ℃; Rate constant;

DOI:10.1021/jm00370a009

upstream raw materials:

O-3-buten-1-yl N,N-bis(2-chloroethyl)phosphorodiamidate

mesna

cis-4-hydroxycyclophosphamide

2-bis(2-chloroethyl)aminotetrahydro-2H-3,4-epoxy<1,3,2>oxazaphosphorine 2-oxide

Downstream raw materials:

trans-4-hydroxycyclophosphamide

(E)-aldophosphamide O-methyl oxime

aldophosphamide O-methyloxime

4-(benzyloxy)cyclophosphamide

Refernces

• 1、 Borch, Richard F.,Millard, Jo Ann. "The Mechanism of Activation of 4-Hydroxycyclophosphamide". . p. 427 - 431. Retrieved 2007/10/02.
• 2、 Borch,Getman. "Base-catalyzed hydrolysis of 4-hydroperoxycyclophosphamide: Evidence for iminocyclophosphamide as an intermediate". . p. 485 - 490. Retrieved 2007/10/02.