3-Benzoyl-1-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 3-Benzoyl-1-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione
• CAS No.: 166812-97-1
• Molecular Formula: C₃₀H₂₈N₂O₅S
• Molecular Weight: 528.629
• Mol file: 166812-97-1.mol

Synonyms:3-Benzoyl-1-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

Chemical Property of 3-Benzoyl-1-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Benzoyl-1-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

There total 3 articles about 3-Benzoyl-1-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione 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: 50.0%

benzoyl chloride (98-88-4) + 1-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione (219613-62-4) → 3-Benzoyl-1-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione (166812-97-1) + 3-Benzoyl-1-((2S,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione (166813-00-9)

Guidance literature:

With pyridine;

DOI:10.1016/S0040-4039(00)78345-6

Reference yield:

benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-D-erythro-pentofuranoside (134938-97-9) → 3-Benzoyl-1-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione (166812-97-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / acetic acid

2: 82 percent / CF₃SO₃SiMe₃ / 1,2-dichloro-ethane / Ambient temperature

3: 40 percent / pyridine

With pyridine; trimethylsilyl trifluoromethanesulfonate; In acetic acid; 1,2-dichloro-ethane;

DOI:10.1016/S0040-4039(00)78345-6

Reference yield:

1-O-acetyl-2-deoxy-3,5-di-O-benzyl-4-thio-D-erythro-pentafuranose (134700-26-8) → 3-Benzoyl-1-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione (166812-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / CF₃SO₃SiMe₃ / 1,2-dichloro-ethane / Ambient temperature

2: 40 percent / pyridine

With pyridine; trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane;

DOI:10.1016/S0040-4039(00)78345-6

upstream raw materials:

benzoyl chloride

1-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-D-erythro-pentofuranoside

1-O-acetyl-2-deoxy-3,5-di-O-benzyl-4-thio-D-erythro-pentafuranose

Downstream raw materials:

1-((2R,4R,5R)-4-Fluoro-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

1-((2R,4S,5R)-4-Hydroxy-5-trityloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione

1-(5-O-trityl-2-deoxy-4-thio-β-D-threo-pentofuranosyl)uracil

3',5'-di-O-benzyl-4'-thio-2'-deoxyuridine