1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-O-methanesulfonyl-α-L-arabinofuranosyl)thymine

Base Information

• Chemical Name: 1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-O-methanesulfonyl-α-L-arabinofuranosyl)thymine
• CAS No.: 148704-63-6
• Molecular Formula: C₃₃H₃₀N₂O₁₂S
• Molecular Weight: 678.673

Synonyms:1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-O-methanesulfonyl-α-L-arabinofuranosyl)thymine

Chemical Property of 1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-O-methanesulfonyl-α-L-arabinofuranosyl)thymine

Chemical Property:

Purity/Quality:

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Technology Process of 1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-O-methanesulfonyl-α-L-arabinofuranosyl)thymine

There total 5 articles about 1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-O-methanesulfonyl-α-L-arabinofuranosyl)thymine 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: 97.0%

methanesulfonyl chloride (124-63-0) + 1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine (148704-62-5) → 1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-O-methanesulfonyl-α-L-arabinofuranosyl)thymine (148704-63-6)

Guidance literature:

With pyridine; for 4h; Ambient temperature;

DOI:10.1135/cccc19930409

Reference yield:

benzoyl chloride (98-88-4) → 1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-O-methanesulfonyl-α-L-arabinofuranosyl)thymine (148704-63-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / pyridine / 5 h / Ambient temperature

2: 1.) sulfuric acid, 2.) SnCl₄ / 1.) AcOH, RT, overnight, 2.) CH₂Cl₂, RT, overnight

3: 95 percent / conc. HCl / dioxane / 144 h / 30 °C

4: 97 percent / pyridine / 4 h / Ambient temperature

With pyridine; hydrogenchloride; sulfuric acid; tin(IV) chloride; In 1,4-dioxane;

DOI:10.1135/cccc19930409

Reference yield:

1,2-O-isopropylidene-4-C-(hydroxymethyl)-β-L-threo-pento-1,4-furanose (55797-64-3,55797-65-4) → 1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-O-methanesulfonyl-α-L-arabinofuranosyl)thymine (148704-63-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / pyridine / 5 h / Ambient temperature

2: 1.) sulfuric acid, 2.) SnCl₄ / 1.) AcOH, RT, overnight, 2.) CH₂Cl₂, RT, overnight

3: 95 percent / conc. HCl / dioxane / 144 h / 30 °C

4: 97 percent / pyridine / 4 h / Ambient temperature

With pyridine; hydrogenchloride; sulfuric acid; tin(IV) chloride; In 1,4-dioxane;

DOI:10.1135/cccc19930409

upstream raw materials:

methanesulfonyl chloride

1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-α-L-arabinofuranosyl)thymine

benzoyl chloride

1,2-O-isopropylidene-4-C-(hydroxymethyl)-β-L-threo-pento-1,4-furanose

Downstream raw materials:

2,2'-anhydro-1-(3,5-O-benzoyl-4-C-benzoyloxymethyl-α-L-ribofuranosyl)thymine

1-(5-O-benzoyl-4-C-benzoyloxymethyl-2,3-dideoxy-α-L-glycero-pent-2-enofuranosyl)thymine

1-(3,5-di-O-benzoyl-4-C-benzoyloxymethyl-2-deoxy-α-L-erythro-pentofuranosyl)thymine

1-(3,5-O-benzoyl-4-C-benzoyloxymethyl-2-chloro-2-deoxy-α-L-arabinofuranosyl)thymine

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