[3,4-Dibenzoyloxy-5-(5,7-dioxo-[1,3]thiazolo[5,4-d]pyrimidin-4-yl)oxolan-2-yl]methyl benzoate

Base Information

• Chemical Name: [3,4-Dibenzoyloxy-5-(5,7-dioxo-[1,3]thiazolo[5,4-d]pyrimidin-4-yl)oxolan-2-yl]methyl benzoate
• CAS No.: 35867-92-6
• Molecular Formula: C₃₁H₂₃N₃O₉S
• Molecular Weight: 613.604
• NSC Number: 160800
• DSSTox Substance ID: DTXSID00957287
• Mol file: 35867-92-6.mol

Synonyms:35867-92-6;NSC160800;DTXSID00957287;ZINC05161126;NSC-160800;7-Hydroxy-4-(2,3,5-tri-O-benzoylpentofuranosyl)[1,3]thiazolo[5,4-d]pyrimidin-5(4H)-one

Chemical Property of [3,4-Dibenzoyloxy-5-(5,7-dioxo-[1,3]thiazolo[5,4-d]pyrimidin-4-yl)oxolan-2-yl]methyl benzoate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.53g/cm³
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 11
• Exact Mass: 613.11550049
• Heavy Atom Count: 44
• Complexity: 1090

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)N3C4=C(C(=O)NC3=O)N=CS4)OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6

Technology Process of [3,4-Dibenzoyloxy-5-(5,7-dioxo-[1,3]thiazolo[5,4-d]pyrimidin-4-yl)oxolan-2-yl]methyl benzoate

There total 1 articles about [3,4-Dibenzoyloxy-5-(5,7-dioxo-[1,3]thiazolo[5,4-d]pyrimidin-4-yl)oxolan-2-yl]methyl benzoate 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:

4H-thiazolo[5,4-d]pyrimidine-5,7-dione (5082-82-6) + 2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide (22860-91-9) → 4-(tri-O-benzoyl-β-D-ribofuranosyl)-4H-thiazolo[5,4-d]pyrimidine-5,7-dione (35867-92-6)

Guidance literature:

Multistep reaction; (i) HN(SiMe₃)2, (NH₄)2SO₄, (ii) /BRN= 590157/, DMF;

DOI:10.1039/c29710001515

Reference yield:

4-(tri-O-benzoyl-β-D-ribofuranosyl)-4H-thiazolo[5,4-d]pyrimidine-5,7-dione (35867-92-6) → 7-thioxo-4-(tri-O-benzoyl-β-D-ribofuranosyl)-6,7-dihydro-4H-thiazolo[5,4-d]pyrimidin-5-one (55520-46-2)

Guidance literature:

With tetraphosphorus decasulfide; In pyridine; Heating;

DOI:10.1021/jo00905a013

Reference yield:

4-(tri-O-benzoyl-β-D-ribofuranosyl)-4H-thiazolo[5,4-d]pyrimidine-5,7-dione (35867-92-6) → 7-methylsulfanyl-4-(tri-O-benzoyl-β-D-ribofuranosyl)-4H-thiazolo[5,4-d]pyrimidin-5-one (55520-48-4)

Guidance literature:

Multi-step reaction with 2 steps

1: P₂S₅ / pyridine / Heating

2: NaH / dimethylformamide

With tetraphosphorus decasulfide; sodium hydride; In pyridine; N,N-dimethyl-formamide;

DOI:10.1021/jo00905a013

upstream raw materials:

4H-thiazolo[5,4-d]pyrimidine-5,7-dione

2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide

Downstream raw materials:

7-thioxo-4-(tri-O-benzoyl-β-D-ribofuranosyl)-6,7-dihydro-4H-thiazolo[5,4-d]pyrimidin-5-one

4-β-D-ribofuranosyl-4H-thiazolo[5,4-d]pyrimidine-5,7-dione

7-amino-4-β-D-ribofuranosyl-4H-thiazolo[5,4-d]pyrimidin-5-one

7-methylsulfanyl-4-(tri-O-benzoyl-β-D-ribofuranosyl)-4H-thiazolo[5,4-d]pyrimidin-5-one