1,6-di-O-(t-butyl-diphenyl)-silyl-2,5-di-O-triflyl-3,4-dideoxy-D-threo-hexitol

Base Information

• Chemical Name: 1,6-di-O-(t-butyl-diphenyl)-silyl-2,5-di-O-triflyl-3,4-dideoxy-D-threo-hexitol
• CAS No.: 146547-17-3
• Molecular Formula: C₄₀H₄₈F₆O₈S₂Si₂
• Molecular Weight: 891.11
• Mol file: 146547-17-3.mol

Synonyms:1,6-di-O-(t-butyl-diphenyl)-silyl-2,5-di-O-triflyl-3,4-dideoxy-D-threo-hexitol

Chemical Property of 1,6-di-O-(t-butyl-diphenyl)-silyl-2,5-di-O-triflyl-3,4-dideoxy-D-threo-hexitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-di-O-(t-butyl-diphenyl)-silyl-2,5-di-O-triflyl-3,4-dideoxy-D-threo-hexitol

There total 3 articles about 1,6-di-O-(t-butyl-diphenyl)-silyl-2,5-di-O-triflyl-3,4-dideoxy-D-threo-hexitol 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: 37.0%

trifluoromethylsulfonic anhydride (358-23-6) + (2S,5S)-1,6-bis[(tert-butyldiphenylsilyl)oxy]hexane-2,5-diol (146547-11-7) → 1,6-di-O-(t-butyl-diphenyl)-silyl-2,5-di-O-triflyl-3,4-dideoxy-D-threo-hexitol (146547-17-3)

Guidance literature:

With TEA; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(01)89042-6

Reference yield:

(2S,5S)-hexane-1,2,5,6-tetrol (24211-51-6) → 1,6-di-O-(t-butyl-diphenyl)-silyl-2,5-di-O-triflyl-3,4-dideoxy-D-threo-hexitol (146547-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / imidazole / dimethylformamide / 1) 0 deg C, 1 h, 2) r.t., overnight

2: 37 percent / TEA / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; TEA; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89042-6

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 1,6-di-O-(t-butyl-diphenyl)-silyl-2,5-di-O-triflyl-3,4-dideoxy-D-threo-hexitol (146547-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / imidazole / dimethylformamide / 1) 0 deg C, 1 h, 2) r.t., overnight

2: 37 percent / TEA / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; TEA; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89042-6

upstream raw materials:

trifluoromethylsulfonic anhydride

(2S,5S)-1,6-bis[(tert-butyldiphenylsilyl)oxy]hexane-2,5-diol

(2S,5S)-hexane-1,2,5,6-tetrol

tert-butylchlorodiphenylsilane