<3R-(3R*,4S*,5S*,7R*,9E,11R*,12R*)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione

Base Information

• Chemical Name: <3R-(3R*,4S*,5S*,7R*,9E,11R*,12R*)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione
• CAS No.: 85098-30-2
• Molecular Formula: C₂₃H₄₂O₄Si
• Molecular Weight: 410.67
• Mol file: 85098-30-2.mol

Synonyms:

Chemical Property of <3R-(3R*,4S*,5S*,7R*,9E,11R*,12R*)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <3R-(3R*,4S*,5S*,7R*,9E,11R*,12R*)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione

There total 2 articles about <3R-(3R*,4S*,5S*,7R*,9E,11R*,12R*)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione 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:

<2R-(2R*,3S*,4S*,6R*,8E,10R*,11R*)>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-11-hydroxy-2,4,6,10-tetramethyl-7-oxo-8-tridecenoic acid (85098-29-9) → 10-deoxymethynolide (81644-19-1) + <3S-(3S*,4S*,5S*,7R*,9E,11R*,12R*)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione (85098-30-2) + <3R-(3R*,4S*,5S*,7R*,9E,11R*,12R*)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione (85098-30-2)

Guidance literature:

With dmap; triethylamine; chlorophosphoric acid diphenyl ester; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, 0 deg C, 1 h, 2.) C₆H₆, 75 deg C, 33 h;

DOI:10.1021/jo00156a032

Reference yield:

<2R-(2R*,3S*,4S*,6R*,8E,10R*,11R*)>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-11-hydroxy-2,4,6,10-tetramethyl-7-oxo-8-tridecenoic acid (85098-29-9) → 10-deoxymethynolide (81644-19-1) + <3S-(3S*,4S*,5S*,7R*,9E,11R*,12R*)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione (85098-30-2) + <3R-(3R*,4S*,5S*,7R*,9E,11R*,12R*)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione (85098-30-2)

Guidance literature:

With dmap; triethylamine; chlorophosphoric acid diphenyl ester; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, 0 deg C, 1 h, 2.) C₆H₆, 75 deg C, 33 h;

DOI:10.1021/jo00156a032

Reference yield: 72.0%

<3R-(3R*,4S*,5S*,7R*,9E,11R*,12R*)>-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-12-ethyl-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione (85098-30-2) → 10-deoxymethynolide (81644-19-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2.5h;

DOI:10.1021/jo702384d

upstream raw materials:

<2R-(2R*,3S*,4S*,6R*,8E,10R*,11R*)>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-11-hydroxy-2,4,6,10-tetramethyl-7-oxo-8-tridecenoic acid

Downstream raw materials:

10-deoxymethynolide