1,5-anhydro-4,6-O-(isopropylidene)-3-(O-triisopropylsilyl)-2-deoxy-D-arabinohex-1-enitol

Base Information

• Chemical Name: 1,5-anhydro-4,6-O-(isopropylidene)-3-(O-triisopropylsilyl)-2-deoxy-D-arabinohex-1-enitol
• CAS No.: 278596-35-3
• Molecular Formula: C₁₈H₃₄O₄Si
• Molecular Weight: 342.551
• Mol file: 278596-35-3.mol

Synonyms:1,5-anhydro-4,6-O-(isopropylidene)-3-(O-triisopropylsilyl)-2-deoxy-D-arabinohex-1-enitol

Chemical Property of 1,5-anhydro-4,6-O-(isopropylidene)-3-(O-triisopropylsilyl)-2-deoxy-D-arabinohex-1-enitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1,5-anhydro-4,6-O-(isopropylidene)-3-(O-triisopropylsilyl)-2-deoxy-D-arabinohex-1-enitol

There total 1 articles about 1,5-anhydro-4,6-O-(isopropylidene)-3-(O-triisopropylsilyl)-2-deoxy-D-arabinohex-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: 72.0%

4,6-O-isopropylidene-D-glucal (51450-36-3) + triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → 1,5-anhydro-4,6-O-(isopropylidene)-3-(O-triisopropylsilyl)-2-deoxy-D-arabinohex-1-enitol (278596-35-3)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/S0022-328X(00)00748-8

Reference yield: 85.0%

diphenyl diselenide (1666-13-3) + 1,5-anhydro-4,6-O-(isopropylidene)-3-(O-triisopropylsilyl)-2-deoxy-D-arabinohex-1-enitol (278596-35-3) → C24H39N3O4SeSi (1160753-94-5)

Guidance literature:

With [bis(acetoxy)iodo]benzene; trimethylsilylazide; In dichloromethane; at -10 ℃; stereospecific reaction;

DOI:10.1016/j.mencom.2008.09.003

Reference yield: 64.0%

tert-butyl (2,4-dichlorobenzoyl)oxycarbamate + 1,5-anhydro-4,6-O-(isopropylidene)-3-(O-triisopropylsilyl)-2-deoxy-D-arabinohex-1-enitol (278596-35-3) → (4aR,6R,7R,8R,8aR)-7-((tert-butoxycarbonyl)amino)-2,2-dimethyl-8-((triisopropylsilyl)oxy)hexahydropyrano[3,2-d][1,3]dioxin-6-yl 2,4-dichlorobenzoate

Guidance literature:

With iron(II) bis((trifluoromethyl)sulfonyl)amide; 2,6-bis[4’,4’-dimethyloxazolin-2’-yl]pyridine; In dichloromethane; acetonitrile; at -15 ℃; for 2h; Reagent/catalyst; diastereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1055/s-0035-1562515

upstream raw materials:

4,6-O-isopropylidene-D-glucal

triisopropylsilyl trifluoromethanesulfonate

Downstream raw materials:

C₂₄H₃₉N₃O₄SeSi