(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

Base Information

Chemical Name:(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate
CAS No.:1434154-16-1
Molecular Formula:C₆₅H₇₈O₇Si₃
Molecular Weight:1055.59
Hs Code.:

(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

Synonyms:(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

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Chemical Property of (R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

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Technology Process of (R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

There total 2 articles about (R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate 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%

: 1434154-49-0
(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tertbutyldiphenylsilyl)oxy)-3-hydroxypropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

: 1434154-16-1
(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.75h; Inert atmosphere;
DOI:10.1021/jo4004647

Reference yield:

: 1434154-47-8
(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecan-5-yl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

: 1434154-16-1
(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridinium p-toluenesulfonate / dichloromethane; methanol / 6 h / 20 °C

2: Dess-Martin periodane / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; Dess-Martin periodane; In methanol; dichloromethane;
DOI:10.1021/jo4004647

Reference yield: 74.0%

: 1434154-16-1
(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

: 21676-06-2
(Z)-hex-3-en-1-yltriphenylphosphonium iodide

: 1434154-50-3
(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S,3Z,6Z)-1-((tertbutyldiphenylsilyl)oxy)nona-3,6-dien-1-yl)tetrahydrofuran-2-yl)non-8-en-4-ynoate

Guidance literature:: (Z)-hex-3-en-1-yltriphenylphosphonium iodide; With potassium hexamethylsilazane; In toluene; at 0 ℃; for 0.75h; Inert atmosphere;

(R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-9-((2R,3S,5R)-3-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-((tert-butyldiphenylsilyl)oxy)-3-oxopropyl)tetrahydrofuran-2-yl)non-8-en-4-ynoate; In toluene; at -78 - 20 ℃; for 3.5h; Inert atmosphere;
DOI:10.1021/jo4004647