1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-C-phenyl-4-thio-D-erythro-pento-1-enitol

Base Information

• Chemical Name: 1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-C-phenyl-4-thio-D-erythro-pento-1-enitol
• CAS No.: 1335287-21-2
• Molecular Formula: C₁₉H₂₈O₂SSi
• Molecular Weight: 348.582
• Mol file: 1335287-21-2.mol

Synonyms:1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-C-phenyl-4-thio-D-erythro-pento-1-enitol

Chemical Property of 1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-C-phenyl-4-thio-D-erythro-pento-1-enitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-C-phenyl-4-thio-D-erythro-pento-1-enitol

There total 1 articles about 1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-C-phenyl-4-thio-D-erythro-pento-1-enitol 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: 81.0%

iodobenzene (591-50-4) + 1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-tributylstannyl-4-thio-D-erythro-pento-1-enitol (1335287-19-8) → 1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-C-phenyl-4-thio-D-erythro-pento-1-enitol (1335287-21-2)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 80 ℃; for 8h; Inert atmosphere;

DOI:10.1021/jo201100n

Reference yield:

1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-C-phenyl-4-thio-D-erythro-pento-1-enitol (1335287-21-2) → C19H31BO2SSi

Guidance literature:

1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-C-phenyl-4-thio-D-erythro-pento-1-enitol; With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

In tetrahydrofuran; methanol; at 0 ℃; for 1h;

DOI:10.1021/jo201100n

Reference yield:

1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-C-phenyl-4-thio-D-erythro-pento-1-enitol (1335287-21-2) → C25H41BO4SSi (1335287-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: borane-THF / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 1 h / 0 °C

2.1: tetrahydrofuran / 0 - 20 °C

With borane-THF; In tetrahydrofuran;

DOI:10.1021/jo201100n

upstream raw materials:

iodobenzene

1,4-anhydro-2-deoxy-3,5-O-(di-tert-butylsilylene)-1-tributylstannyl-4-thio-D-erythro-pento-1-enitol

Downstream raw materials:

C₂₅H₄₁BO₄SSi

1-[2,3,5-tri-O-acetyl-4-thio-β-D-ribofuranosyl]benzene