Morpholinophosphonic acid 5'-adenosyl ester

Base Information

• Chemical Name: Morpholinophosphonic acid 5'-adenosyl ester
• CAS No.: 7331-13-7
• Molecular Formula: C14H21N6O7P
• Molecular Weight: 416.331
• Mol file: 7331-13-7.mol

Synonyms:O5'-(Hydroxy-morpholino-phosphoryl)-adenosin;O5'-(hydroxy-morpholin-4-yl-phosphinoyl)-adenosine;APM-morpholidate;

Chemical Property of Morpholinophosphonic acid 5'-adenosyl ester

Chemical Property:

• PSA: 188.12000
• LogP: -1.00400

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Morpholinophosphonic acid 5'-adenosyl ester

There total 6 articles about Morpholinophosphonic acid 5'-adenosyl ester 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: 90.0%

morpholine (110-91-8,99108-56-2) + 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) → adenosine 5'-monophosphate morpholidate (7331-13-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In water; tert-butyl alcohol; for 3h; Reflux;

DOI:10.1039/b913333j

Reference yield:

morpholine (110-91-8,99108-56-2) + adenosine 5'-monophosphate monosodium salt monohydrate → adenosine 5'-monophosphate morpholidate (7331-13-7)

Guidance literature:

With dicyclohexyl-carbodiimide; In water; tert-butyl alcohol; Heating;

DOI:10.1021/ol503765n

Reference yield:

morpholine (110-91-8,99108-56-2) + adenosine 5'-monophosphate monosodium salt (132-00-3) → adenosine 5'-monophosphate morpholidate (7331-13-7)

Guidance literature:

With 2,2'-dipyridyldisulphide; triphenylphosphine; In dimethyl sulfoxide; at 20 ℃; for 1.5h;

DOI:10.1021/jm401497a

upstream raw materials:

morpholine

5'-adenosine monophosphate

C₁₀H₁₂Cl₂N₅O₅P

adenosine

Downstream raw materials:

2-propylthioadenosine-5'-(β,γ-difluoromethylene)triphosphonate

AMPPCP

Adenosin-5'-(D-glycero-α-D-manno-heptopyranosyl)dihydrogendiphosphat

Tiazofurin adenine dinucleotide

Refernces

• 1、 Mukaiyama,Hashimoto. "-". . p. 2284. Retrieved 1971.
• 2、 Moreau, Christelle,Kirchberger, Tanja,Swarbrick, Joanna M.,Bartlett, Stephen J.,Fliegert, Ralf,Yorgan, Timur,Bauche, Andreas,Harneit, Angelika,Guse, Andreas H.,Potter, Barry V. L.. "Structure-activity relationship of adenosine 5′-diphosphoribose at the transient receptor potential melastatin 2 (TRPM2) channel: Rational design of antagonists". supporting information. p. 10079 - 10102. Retrieved 2014/01/17.
• 3、 Shipitsyn, Alexander V.,Zakirova, Natalya F.,Belanov, Evgeny F.,Pronyaeva, Tatyana R.,Fedyuk, Nina V.,Kukhanova, Marina K.,Pokrovsky, Andrey G.. "Phosphorodiamides as prodrugs for antiviral nucleosides". . p. 963 - 966. Retrieved 2007/10/03.