(2S,4S,5R,7R,8S,E)-1-((tert-butyldiphenylsilyl)oxy)-4,8-dihydroxy-2,7,13-trimethoxy-5,9-dimethyltridec-9-en-6-one

Base Information

Chemical Name:(2S,4S,5R,7R,8S,E)-1-((tert-butyldiphenylsilyl)oxy)-4,8-dihydroxy-2,7,13-trimethoxy-5,9-dimethyltridec-9-en-6-one
CAS No.:1264175-88-3
Molecular Formula:C₃₄H₅₂O₇Si
Molecular Weight:600.868
Hs Code.:

Synonyms:(2S,4S,5R,7R,8S,E)-1-((tert-butyldiphenylsilyl)oxy)-4,8-dihydroxy-2,7,13-trimethoxy-5,9-dimethyltridec-9-en-6-one

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Chemical Property of (2S,4S,5R,7R,8S,E)-1-((tert-butyldiphenylsilyl)oxy)-4,8-dihydroxy-2,7,13-trimethoxy-5,9-dimethyltridec-9-en-6-one

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Technology Process of (2S,4S,5R,7R,8S,E)-1-((tert-butyldiphenylsilyl)oxy)-4,8-dihydroxy-2,7,13-trimethoxy-5,9-dimethyltridec-9-en-6-one

There total 15 articles about (2S,4S,5R,7R,8S,E)-1-((tert-butyldiphenylsilyl)oxy)-4,8-dihydroxy-2,7,13-trimethoxy-5,9-dimethyltridec-9-en-6-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: 90.0%

: 1264175-87-2
(5S,6R,8R,9S,11S)-3,3-diethyl-9-hydroxy-6,11-dimethoxy-5-((E)-6-methoxyhex-2-en-2-yl)-8,15,15-trimethyl-14,14-diphenyl-4,13-dioxa-3,14-disilahexadecan-7-one

: 1264175-88-3
(2S,4S,5R,7R,8S,E)-1-((tert-butyldiphenylsilyl)oxy)-4,8-dihydroxy-2,7,13-trimethoxy-5,9-dimethyltridec-9-en-6-one

Guidance literature:: With trifluoroacetic acid; In tetrahydrofuran; water; at 23 ℃; for 0.75h; pH=2;
DOI:10.1021/ol103003f

Reference yield:

: 1264175-79-2
(2R,3S,E)-N,2,8-trimethoxy-N,4-dimethyl-3-((triethylsilyl)oxy)oct-4-enamide

: 1264175-88-3
(2S,4S,5R,7R,8S,E)-1-((tert-butyldiphenylsilyl)oxy)-4,8-dihydroxy-2,7,13-trimethoxy-5,9-dimethyltridec-9-en-6-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: diethyl ether / 0 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: calcium hydride / dichloromethane / 0.5 h / 23 °C

3.2: 0.33 h / -78 °C / Inert atmosphere

4.1: trifluoroacetic acid / tetrahydrofuran; water / 0.75 h / 23 °C / pH 2

With calcium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1021/ol103003f

Reference yield:

: (5R,6S)-8,8-diethyl-4-ethylidene-5-methoxy-6-((E)-6-methoxyhex-2-en-2-yl)-2,2-dimethyl-3,7-dioxa-2,8-disiladecane

: 1264175-88-3
(2S,4S,5R,7R,8S,E)-1-((tert-butyldiphenylsilyl)oxy)-4,8-dihydroxy-2,7,13-trimethoxy-5,9-dimethyltridec-9-en-6-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: calcium hydride / dichloromethane / 0.5 h / 23 °C

1.2: 0.33 h / -78 °C / Inert atmosphere

2.1: trifluoroacetic acid / tetrahydrofuran; water / 0.75 h / 23 °C / pH 2

With calcium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol103003f