(1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-9-propyl-8,20-dioxa-bicyclo[15.2.1]eicosane-7,11-dione

Base Information

• Chemical Name: (1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-9-propyl-8,20-dioxa-bicyclo[15.2.1]eicosane-7,11-dione
• CAS No.: 501015-60-7
• Molecular Formula: C₄₂H₆₄O₇Si
• Molecular Weight: 709.051
• Mol file: 501015-60-7.mol

Synonyms:(1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-9-propyl-8,20-dioxa-bicyclo[15.2.1]eicosane-7,11-dione

Chemical Property of (1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-9-propyl-8,20-dioxa-bicyclo[15.2.1]eicosane-7,11-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-9-propyl-8,20-dioxa-bicyclo[15.2.1]eicosane-7,11-dione

There total 1 articles about (1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-9-propyl-8,20-dioxa-bicyclo[15.2.1]eicosane-7,11-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: 86.0%

(E/Z)-(1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-9-propyl-8,20-dioxa-bicyclo[15.2.1]eicosane-3-en-7,11-dione → (1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-9-propyl-8,20-dioxa-bicyclo[15.2.1]eicosane-7,11-dione (501015-60-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; under 760 Torr;

DOI:10.1002/anie.200290042

Reference yield: 100.0%

(1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-9-propyl-8,20-dioxa-bicyclo[15.2.1]eicosane-7,11-dione (501015-60-7) → (2S,3S,4R,2'S,4'S,5'S)-6-[5-(2-tert-butyldiphenylsilyloxy-3-methoxymethoxy-4-methyl-[1]-undec-7-en-6-one)-3-methyltetrahydrofuran-2-yl]hexanoic acid

Guidance literature:

With Methylenetriphenylphosphorane; In tetrahydrofuran;

DOI:10.1021/ja038216z

Reference yield: 64.0%

(1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-9-propyl-8,20-dioxa-bicyclo[15.2.1]eicosane-7,11-dione (501015-60-7) → (1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-11-methylene-9-propyl-8,20-dioxabicyclo[15.2.1]eicosan-7-one (501015-61-8)

Guidance literature:

With titanium tetrachloride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/ja038216z

Downstream raw materials:

(1S,6S,9R,13R,14S,17R,19S)-(-)-15-tert-butyldiphenylsilyloxy-14-methoxymethoxy-6,13,19-trimethyl-11-methylene-9-propyl-8,20-dioxabicyclo[15.2.1]eicosan-7-one

(1S,6S,9R,13R,17R,19S)-(+)-15-tert-butyldiphenylsilyloxy-6,13,19-trimethyl-11-methylene-9-propyl-8,20-dioxabicyclo[15.2.1]eicosan-7,14-dione

(1S,6S,9R,13R,14S,17R,19S)-(+)-15-tert-butyldiphenylsilyloxy-14-hydroxy-6,13,19-trimethyl-11-methylene-9-propyl-8,20-dioxabicyclo[15.2.1]eicosan-7-one