2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone

Base Information

• Chemical Name: 2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone
• CAS No.: 175020-66-3
• Molecular Formula: C₃₇H₄₄O₄Si₂
• Molecular Weight: 608.925
• Mol file: 175020-66-3.mol

Synonyms:2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone

Chemical Property of 2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone

There total 1 articles about 2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone 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: 85.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 2-deoxy-D-ribonolactone (34371-14-7) → 2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone (175020-66-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b01300

Reference yield: 29.0%

2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone (175020-66-3) → 2-deoxy-2-fluoro-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone

Guidance literature:

With N-fluorobis(benzenesulfon)imide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b01300

Reference yield:

2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone (175020-66-3) → 2-deoxy-2-fluoro-3,5-di-O-(tert-butyldihenylsilyl)-D-ribonolactone + 2-deoxy-2-fluoro-3,5-di-O-(tert-butyldihenylsilyl)-D-ribonolactone

Guidance literature:

With N-fluorobis(benzenesulfon)imide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.58333h; Overall yield = 24 %; Overall yield = 9.81 g;

upstream raw materials:

tert-butylchlorodiphenylsilane

2-deoxy-D-ribonolactone

Downstream raw materials:

3,5-bis-O-(t-butyldiphenylsilyl)-2-deoxy-α-D-ribofuranosyl cyanide

3,5-bis-O-(t-butyldiphenylsilyl)-2-deoxy-β-D-ribofuranosyl cyanide

3,5-bis-O-(t-butyldiphenylsilyl)-2-deoxy-α-D-ribofuranosyl carbaldehyde

4-[2-(3,5-bis-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-ribofuranosyl)-Z-vinyl]-N-(4-methoxybenzyl)-5-methyl-thiazol-2-one