2-(2-aMino-1,6-dihydro-6-oxo-9H-purin-9-yl)-1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylMethylene]-D-Altritol

Base Information

• Chemical Name: 2-(2-aMino-1,6-dihydro-6-oxo-9H-purin-9-yl)-1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylMethylene]-D-Altritol
• CAS No.: 401906-98-7
• Molecular Formula: C17H18N2O6
• Molecular Weight: 346.34
• Mol file: 401906-98-7.mol

Synonyms:2-(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)-1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylmethylene]-D-Altritol;

Chemical Property of 2-(2-aMino-1,6-dihydro-6-oxo-9H-purin-9-yl)-1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylMethylene]-D-Altritol

Chemical Property:

• PSA: 102.78000
• LogP: -0.04840

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(2-aMino-1,6-dihydro-6-oxo-9H-purin-9-yl)-1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylMethylene]-D-Altritol

There total 2 articles about 2-(2-aMino-1,6-dihydro-6-oxo-9H-purin-9-yl)-1,5-anhydro-2-deoxy-4,6-O-[(R)-phenylMethylene]-D-Altritol 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: 96.0%

uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) + 1,5:2,3-dianhydro-4,6-O-benzylidene-D-allitol (92283-88-0) → 1′,5′-anhydro-4′,6′-O-benzylidene-2′-deoxy-2′-(uracil-1-yl)-D-altro-hexitol (401906-98-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide;

DOI:10.1081/NCN-120028338

Reference yield: 5.0%

uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) + 1,5:2,3-dianhydro-4,6-O-benzylidene-D-allitol (92283-88-0) → 2-((2R,4aR,7R,8S,8aS)-8-Hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-3H-pyrimidin-4-one + 1′,5′-anhydro-4′,6′-O-benzylidene-2′-deoxy-2′-(uracil-1-yl)-D-altro-hexitol (401906-98-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 120 - 130 ℃; for 18h;

DOI:10.1016/S0040-4020(99)00287-2

Reference yield: 91.0%

acetic anhydride (108-24-7) + 1′,5′-anhydro-4′,6′-O-benzylidene-2′-deoxy-2′-(uracil-1-yl)-D-altro-hexitol (401906-98-7) → Acetic acid (2R,4aR,7R,8S,8aS)-7-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:

With dmap; triethylamine; In pyridine; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(99)00287-2

upstream raw materials:

uracil

1,5:2,3-dianhydro-4,6-O-benzylidene-D-allitol

Downstream raw materials:

1-((2R,4aR,7R,8S,8aS)-8-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-1H-pyrimidine-2,4-dione

1-{(3R,4S,5S,6R)-5-Hydroxy-4-methoxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl}-1H-pyrimidine-2,4-dione

1,5-anhydro-3-O-benzoyl-2-deoxy-2-(uracil-1-yl)-D-altro-hexitol

1,5-anhydro-3-O-benzoyl-2-deoxy-2-(N⁴-benzoylcytosin-1-yl)-D-altro-hexitol