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

Base Information

• Chemical Name: 1-O-acetyl-2-deoxy-3,5-di-O-benzyl-4-thio-D-erythro-pentafuranose
• CAS No.: 134700-26-8
• Molecular Formula: C₂₁H₂₄O₄S
• Molecular Weight: 372.485
• Mol file: 134700-26-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 1-O-acetyl-2-deoxy-3,5-di-O-benzyl-4-thio-D-erythro-pentafuranose 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: 67.0%

benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-D-erythro-pentofuranoside (134938-97-9) → 1-O-acetyl-2-deoxy-3,5-di-O-benzyl-4-thio-D-erythro-pentafuranose (134700-26-8)

Guidance literature:

In acetic acid;

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

Reference yield:

mercury(II) diacetate (1600-27-7) + C34H44O3S2 + acetic acid (64-19-7,77671-22-8) → 1-O-acetyl-2-deoxy-3,5-di-O-benzyl-4-thio-D-erythro-pentafuranose (134700-26-8)

Guidance literature:

at 23 ℃;

DOI:10.1080/15257770.2020.1832694

Reference yield: 82.0%

1-O-acetyl-2-deoxy-3,5-di-O-benzyl-4-thio-D-erythro-pentafuranose (134700-26-8) → 1-((4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-1H-pyrimidine-2,4-dione (219613-62-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; Ambient temperature;

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

upstream raw materials:

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

mercury(II) diacetate

acetic acid

Downstream raw materials:

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

1-(2-Deoxy-4-thio-β-D-ribofuranosyl)uracil

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

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