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ChemicalBook CAS DataBase List Adenosine 5'-monophosphate

Adenosine 5'-monophosphate synthesis

7synthesis methods
-

Yield:61-19-8 27%

Reaction Conditions:

with trichlorophosphate in lithium hydroxide monohydrate; for 0.5 h;Solvent;

Steps:

5 EXAMPLE 5 Synthetic preparation of adenosyl monophosphate

Adenosine (1000 mg, 3.74 mmol, 1.0 eq) was added to a ceramic mortar and phosphoryltrichloride (1.4 ml, 14.97 mmol, 4.0 eq), followed by 2 eq of water, was added and the mixturehand-grinded using a ceramic pestle for 30 minutes. ‘H NIVIR analysis showed 40% conversion to the desired product. Cl 8 biotage chromatography using an eluent of 100% water yielded the desired product in 27% isolated yields and recovery of the unreacted adenosine. ‘H NIVIR (400MHz, D20) ? ppm 8.50 (1H, s, Ar), 8.13 (1H, s, Ar), 6.01 (1H, m, J= 6.0 Hz), 4.42-4.37 (1H, m), 4.28-4.22 (1H, m), 3.87 (2H, t, J= 3.5 Hz). 31P NIVIR (162 MHz, D20) ? ppm 3.78.

References:

WO2016/196941,2016,A1 Location in patent:Paragraph 0251; 0252; 0253

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