2-pyridyl 3,5-di-O-benzoyl-2-deoxy-1-thio-α,β-D-ribofuranoside

Base Information

• Chemical Name: 2-pyridyl 3,5-di-O-benzoyl-2-deoxy-1-thio-α,β-D-ribofuranoside
• CAS No.: 145417-01-2
• Molecular Formula: C₂₄H₂₁NO₅S
• Molecular Weight: 435.5
• Mol file: 145417-01-2.mol

Synonyms:2-pyridyl 3,5-di-O-benzoyl-2-deoxy-1-thio-α,β-D-ribofuranoside

Chemical Property of 2-pyridyl 3,5-di-O-benzoyl-2-deoxy-1-thio-α,β-D-ribofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-pyridyl 3,5-di-O-benzoyl-2-deoxy-1-thio-α,β-D-ribofuranoside

There total 8 articles about 2-pyridyl 3,5-di-O-benzoyl-2-deoxy-1-thio-α,β-D-ribofuranoside 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: 87.0%

2,2'-dipyridyldisulphide (2127-03-9) + 3,5-Di-O-benzoyl-2-desoxy-D-ribose (95041-53-5,95049-04-0,112137-63-0) → 2-pyridyl 3,5-di-O-benzoyl-2-deoxy-1-thio-α,β-D-ribofuranoside (145417-01-2)

Guidance literature:

With tributylphosphine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89016-5

Reference yield: 30.0%

(7,7-Dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)-methanesulfonic acid; compound with acetic acid 2-(4-methyl-thiazol-5-yl)-ethyl ester + (2S,4S,5R)-4-Benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester → 2-pyridyl 3,5-di-O-benzoyl-2-deoxy-1-thio-α,β-D-ribofuranoside (145417-01-2) + C27H27NO7S

Guidance literature:

In dichloromethane; at 34 - 37 ℃; Irradiation;

DOI:10.1246/cl.1992.1673

Reference yield:

1,3,5-tri-O-benzoyl-2-deoxy-D-ribofuranose (145416-96-2) → 2-pyridyl 3,5-di-O-benzoyl-2-deoxy-1-thio-α,β-D-ribofuranoside (145417-01-2)

Guidance literature:

Multi-step reaction with 4 steps

1: BF₃*OEt₂ / CH₂Cl₂ / 5 h / Ambient temperature

2: 73 percent / HCl / dioxane / 7 h / Heating

3: DCC / tetrahydrofuran / Ambient temperature

4: CH₂Cl₂ / 0 °C / Irradiation

With hydrogenchloride; boron trifluoride diethyl etherate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1246/cl.1992.1673

upstream raw materials:

2,2'-dipyridyldisulphide

3,5-Di-O-benzoyl-2-desoxy-D-ribose

1,3,5-tri-O-benzoyl-2-deoxy-D-ribofuranose

D-2-deoxyribose

Downstream raw materials:

1,4-anhydro-2-deoxy-3,5-di-O-benzoyl-D-erythro-pent-1-enitol

methyl 2,3-di-O-benzyl-6-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucopyranoside

1,2:5,6-di-O-isopropylidene-3-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucofuranoside

1,2:3,4-di-O-isopropylidene-5-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-galactopyranoside