(5R,9R,10R,11S,13R,E)-13-(3-(benzyloxy)propyl)-11-((tertbutyldimethylsilyl)oxy)-3,3-diethyl-7,10,15,15,16,16-hexamethy-5-propyl-4,14-dioxa-3,15-disilaheptadec-7-en-9-ol

Base Information

Chemical Name:(5R,9R,10R,11S,13R,E)-13-(3-(benzyloxy)propyl)-11-((tertbutyldimethylsilyl)oxy)-3,3-diethyl-7,10,15,15,16,16-hexamethy-5-propyl-4,14-dioxa-3,15-disilaheptadec-7-en-9-ol
CAS No.:1309595-66-1
Molecular Formula:C₄₂H₈₂O₅Si₃
Molecular Weight:751.367
Hs Code.:

(5R,9R,10R,11S,13R,E)-13-(3-(benzyloxy)propyl)-11-((tertbutyldimethylsilyl)oxy)-3,3-diethyl-7,10,15,15,16,16-hexamethy-5-propyl-4,14-dioxa-3,15-disilaheptadec-7-en-9-ol

Synonyms:(5R,9R,10R,11S,13R,E)-13-(3-(benzyloxy)propyl)-11-((tertbutyldimethylsilyl)oxy)-3,3-diethyl-7,10,15,15,16,16-hexamethy-5-propyl-4,14-dioxa-3,15-disilaheptadec-7-en-9-ol

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Chemical Property of (5R,9R,10R,11S,13R,E)-13-(3-(benzyloxy)propyl)-11-((tertbutyldimethylsilyl)oxy)-3,3-diethyl-7,10,15,15,16,16-hexamethy-5-propyl-4,14-dioxa-3,15-disilaheptadec-7-en-9-ol

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Technology Process of (5R,9R,10R,11S,13R,E)-13-(3-(benzyloxy)propyl)-11-((tertbutyldimethylsilyl)oxy)-3,3-diethyl-7,10,15,15,16,16-hexamethy-5-propyl-4,14-dioxa-3,15-disilaheptadec-7-en-9-ol

There total 6 articles about (5R,9R,10R,11S,13R,E)-13-(3-(benzyloxy)propyl)-11-((tertbutyldimethylsilyl)oxy)-3,3-diethyl-7,10,15,15,16,16-hexamethy-5-propyl-4,14-dioxa-3,15-disilaheptadec-7-en-9-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: 71.0%

: 1309595-83-2
(4R,9S,10S,12R,E)-15-(benzyloxy)-10,12-bis((tert-butyldimethylsilyl)oxy)-4-((triethylsilyl)oxy)-6,9-dimethylpentadec-6-en-8-one

: 1309595-66-1
(5R,9R,10R,11S,13R,E)-13-(3-(benzyloxy)propyl)-11-((tertbutyldimethylsilyl)oxy)-3,3-diethyl-7,10,15,15,16,16-hexamethy-5-propyl-4,14-dioxa-3,15-disilaheptadec-7-en-9-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 5h; diastereoselective reaction;
DOI:10.1021/jo200466t

Reference yield:

: 1003-14-1
2-pentyloxirane

: 1309595-66-1
(5R,9R,10R,11S,13R,E)-13-(3-(benzyloxy)propyl)-11-((tertbutyldimethylsilyl)oxy)-3,3-diethyl-7,10,15,15,16,16-hexamethy-5-propyl-4,14-dioxa-3,15-disilaheptadec-7-en-9-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: C₃₈H₅₅CoN₂O₄; water

2.1: copper(l) iodide / tetrahydrofuran / 0.5 h / -30 °C

2.2: 2 h / -30 °C

3.1: triethylamine / dichloromethane / 1 h / -78 °C

4.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 72 h / 40 °C / Inert atmosphere

5.1: L-Selectride / tetrahydrofuran / 5 h / -78 °C

With copper(l) iodide; Hoveyda-Grubbs catalyst second generation; C₃₈H₅₅CoN₂O₄; water; L-Selectride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo200466t

Reference yield:

: 1309595-81-0
(4R)-2-methyl-4-((triethylsilyl)oxy)hept-1-ene

: 1309595-66-1
(5R,9R,10R,11S,13R,E)-13-(3-(benzyloxy)propyl)-11-((tertbutyldimethylsilyl)oxy)-3,3-diethyl-7,10,15,15,16,16-hexamethy-5-propyl-4,14-dioxa-3,15-disilaheptadec-7-en-9-ol

Guidance literature:: Multi-step reaction with 2 steps

1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 72 h / 40 °C / Inert atmosphere

2: L-Selectride / tetrahydrofuran / 5 h / -78 °C

With Hoveyda-Grubbs catalyst second generation; L-Selectride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo200466t