4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-ribitol

Base Information

• Chemical Name: 4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-ribitol
• CAS No.: 154673-21-9
• Molecular Formula: C₁₄H₁₇F₃O₄
• Molecular Weight: 306.282
• Mol file: 154673-21-9.mol

Synonyms:4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-ribitol

Chemical Property of 4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-ribitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-ribitol

There total 2 articles about 4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-ribitol 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:

(trifluoromethyl)trimethylsilane (81290-20-2) + 3-O-benzyl-2,4-O-ethylidene-D-erythrose → 4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-ribitol (154673-21-9) + 4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-arabinitol (154802-24-1)

Guidance literature:

With hydrogenchloride; tetraethylammonium fluoride; Yield given. Multistep reaction; 1.) THF, -10 deg C, 5 min, 2.) EtOH, RT, 5 min;

DOI:10.1016/S0040-4039(00)61400-4

Reference yield:

4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoro-D-erythro-2-pentulose → 4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-ribitol (154673-21-9) + 4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-arabinitol (154802-24-1)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1016/0040-4020(94)00993-5

Reference yield: 87.0%

4-O-benzyl-1-desoxy-3,5-O-ethylidene-1,1,1-trifluoromethyl-D-ribitol (154673-21-9) → 4-O-Benzyl-1-desoxy-1,1,1-trifluoro-D-ribitol (182510-49-2)

Guidance literature:

With hydrogenchloride; In ethanol; at 80 ℃; for 3h;

DOI:10.1080/07328309608005689

upstream raw materials:

(trifluoromethyl)trimethylsilane

Downstream raw materials:

4-O-Benzyl-1-desoxy-1,1,1-trifluoro-D-ribitol