(2S,4S,5S,6R)-5-hydroxy-4-(hydroxymethyl)-11-methyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one

Base Information

• Chemical Name: (2S,4S,5S,6R)-5-hydroxy-4-(hydroxymethyl)-11-methyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one
• CAS No.: 433733-92-7
• Molecular Formula: C10 H12N2O5
• Molecular Weight: 240.214
• European Community (EC) Number: 700-330-1,610-121-6
• DSSTox Substance ID: DTXSID801045081
• Nikkaji Number: J2.812.698K
• Mol file: 433733-92-7.mol

Synonyms:433733-92-7;SCHEMBL12657183;DTXSID801045081;EC 700-330-1;(2S,3S,3aR,9aS)-2,3,3a,9a-Tetrahydro-3-hydroxy-2-(hydroxymethyl)-7-methyl-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one;(2S,3S,3aR,9aS)-3-Hydroxy-2-(hydroxymethyl)-7-methyl-2,3,3a,9a-tertryhydro-6H-furo(2',3':4,5)(1,3)oxazolo (3,2-a)pyrimidin-6-one;(2S,3S,3aR,9aS)-3-Hydroxy-2-(hydroxymethyl)-7-methyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one;(2S,3S,3aR,9aS)-3-hydroxy-2-(hydroxymethyl)-7-methyl-2,3,3a,9a-tetrahydrofuro[[?]:[?]]oxazolo[[?]]pyrimidin-6-one;6H-Furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-7-methyl-, (2S,3S,3aR,9aS)-

Chemical Property of (2S,4S,5S,6R)-5-hydroxy-4-(hydroxymethyl)-11-methyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one

Chemical Property:

• Vapor Pressure: 0.001Pa at 20℃
• Boiling Point: 452.0±55.0 °C(Predicted)
• PKA: 12.56±0.60(Predicted)
• PSA: 93.81000
• Density: 1.88±0.1 g/cm3(Predicted)
• LogP: -1.43670
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 240.07462149
• Heavy Atom Count: 17
• Complexity: 432

Purity/Quality:

99.9% ^*data from raw suppliers

2,2'-Anhydro-L-thymidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CN2C3C(C(C(O3)CO)O)OC2=NC1=O
• Isomeric SMILES: CC1=CN2[C@@H]3[C@@H]([C@H]([C@@H](O3)CO)O)OC2=NC1=O

Technology Process of (2S,4S,5S,6R)-5-hydroxy-4-(hydroxymethyl)-11-methyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one

There total 10 articles about (2S,4S,5S,6R)-5-hydroxy-4-(hydroxymethyl)-11-methyl-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one 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: 91.0%

1-(β-L-ribofuranosyl)thymine (26879-47-0,642082-80-2) → L-2,2'-anhydro-5-methyluridine (433733-92-7)

Guidance literature:

With bis(phenyl) carbonate; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 150 ℃; for 1h;

DOI:10.1016/j.bmc.2004.12.011

Reference yield: 86.6%

L-2,2'-anhydro-5,6-dihydrouridine-5-exomethylene (433733-91-6) → L-2,2'-anhydro-5-methyluridine (433733-92-7)

Guidance literature:

L-2,2'-anhydro-5,6-dihydrouridine-5-exomethylene; With hydrogen; 5% palladium on aluminium; In water; at 80 ℃; for 1h;

In water;

Reference yield: 60.0%

2-amino-β-L-arabinofurano[1',2':4,5]oxazoline (35939-60-7) + methyl 2-methyl-3-oxopropanoate (51673-64-4) → L-2,2'-anhydro-5-methyluridine (433733-92-7)

Guidance literature:

Product distribution / selectivity;

upstream raw materials:

1-(β-L-ribofuranosyl)thymine

C₂₆H₂₄N₂O₉

thymin

1,2-di-O-isopropylidene-3,5-di-O-benzoyl-α-L-ribofuranose

Downstream raw materials:

2,2'-anhydro-1-(5-O-trityl-β-D-arabinofuranosyl)thymine

C₂₄H₂₀N₂O₇

1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione