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

Base Information

• Chemical Name: (3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-2-methylene-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan
• CAS No.: 502687-21-0
• Molecular Formula: C₄₅H₆₀O₅Si₃
• Molecular Weight: 765.225

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

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

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

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

Reference yield: 73.0%

(2R,3R,3aR,5S,6R,6aR)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-2-iodomethyl-5-triethylsilanyloxy-hexahydro-furo[3,2-b]furan (870700-63-3) → (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:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; for 2h; Heating;

DOI:10.1021/jo051479m

upstream raw materials:

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

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

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:

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

2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-[(E)-(S)-1-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-allyl]-4-hydroxy-tetrahydro-furan-2-ylmethyl ester

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