(3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-tetrahydro-furo[3,2-b]furan-2-one

Base Information

• Chemical Name: (3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-tetrahydro-furo[3,2-b]furan-2-one
• CAS No.: 502687-18-5
• Molecular Formula: C₄₄H₅₈O₆Si₃
• Molecular Weight: 767.197

Synonyms:(3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-tetrahydro-furo[3,2-b]furan-2-one

Chemical Property of (3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-tetrahydro-furo[3,2-b]furan-2-one

Chemical Property:

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Technology Process of (3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-tetrahydro-furo[3,2-b]furan-2-one

There total 1 articles about (3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-tetrahydro-furo[3,2-b]furan-2-one 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:

triethylsilyl chloride (994-30-9) + (3R,3aR,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-tetrahydro-furo[3,2-b]furan-2-one (502687-20-9) → (3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-tetrahydro-furo[3,2-b]furan-2-one (502687-18-5)

Guidance literature:

With 1H-imidazole;

DOI:10.1021/ol027389a

Reference yield: 100.0%

(3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-tetrahydro-furo[3,2-b]furan-2-one (502687-18-5) → (3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-2-methylene-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan (502687-21-0)

Guidance literature:

In tetrahydrofuran; toluene; at 90 ℃; for 3h;

DOI:10.1021/jo051479m

Reference yield: 93.0%

(3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-tetrahydro-furo[3,2-b]furan-2-one (502687-18-5) → (3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-2-methylene-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan (502687-21-0)

Guidance literature:

DOI:10.1021/ol027389a

upstream raw materials:

triethylsilyl chloride

(3R,3aR,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-tetrahydro-furo[3,2-b]furan-2-one

Downstream raw materials:

(3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-2-methylene-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan

2,2-Dimethyl-propionic acid (2R,3S,3aR,5S,6R,6aR)-3,6-bis-(tert-butyl-diphenyl-silanyloxy)-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan-2-ylmethyl ester

2,2-Dimethyl-propionic acid (2R,3S,3aR,5R,6R,7R,7aR)-5,6-diacetoxy-3,7-bis-(tert-butyl-diphenyl-silanyloxy)-hexahydro-furo[3,2-b]pyran-2-ylmethyl ester

[(2R,3S,3aR,4aS,7R,8aS,9S,9aR)-2-((E)-4-{(2S,5S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-furan-2-yl}-2-methoxy-but-1-enyl)-3,9-bis-triethylsilanyloxy-decahydro-furo[3,2-b]pyrano[2,3-e]pyran-7-yl]-acetic acid methyl ester

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