(3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylselanylmethyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Base Information

• Chemical Name: (3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylselanylmethyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
• CAS No.: 1229341-44-9
• Molecular Formula: C₁₄H₁₈O₄Se
• Molecular Weight: 329.255

Synonyms:(3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylselanylmethyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Chemical Property of (3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylselanylmethyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Chemical Property:

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Technology Process of (3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylselanylmethyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol

There total 1 articles about (3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylselanylmethyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol 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: 83.0%

diphenyl diselenide (1666-13-3) + 1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose (6893-65-8,20513-95-5,20513-96-6,34981-06-1,40429-51-4,110349-61-6) → (3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylselanylmethyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol (1229341-44-9)

Guidance literature:

diphenyl diselenide; With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 20 ℃; for 0.166667h; Inert atmosphere;

1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose; In tetrahydrofuran; ethanol; for 24h; Reflux;

DOI:10.1016/j.tet.2010.03.033

Reference yield:

(3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylselanylmethyl)tetrahydrofuro[2,3-d][1,3]dioxol-6-ol (1229341-44-9) → C11H14O4Se

Guidance literature:

With water; trifluoroacetic acid; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2010.03.033

upstream raw materials:

diphenyl diselenide

1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose

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