benzyl 2-((2R,6S)-6-((2S,4R,5S)-2-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Base Information

Chemical Name:benzyl 2-((2R,6S)-6-((2S,4R,5S)-2-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate
CAS No.:1325653-37-9
Molecular Formula:C₃₇H₅₆O₅Si
Molecular Weight:608.934
Hs Code.:

Synonyms:benzyl 2-((2R,6S)-6-((2S,4R,5S)-2-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 2-((2R,6S)-6-((2S,4R,5S)-2-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

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Technology Process of benzyl 2-((2R,6S)-6-((2S,4R,5S)-2-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

There total 17 articles about benzyl 2-((2R,6S)-6-((2S,4R,5S)-2-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate 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: 98.0%

: 864498-78-2
benzyl 2-((2R,6S)-6-((2R,4R,5S)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

: 69739-34-0
t-butyldimethylsiyl triflate

: 1325653-37-9
benzyl 2-((2R,6S)-6-((2S,4R,5S)-2-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol201863b

Reference yield: 90.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: benzyl 2-((2R,6S)-6-((2R)-2-(benzyloxy)-4-hydroxy-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

: 1325653-37-9
benzyl 2-((2R,6S)-6-((2S,4R,5S)-2-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jacs.6b04917

Reference yield:

: 864498-77-1
benzyl 2-((2R,6S)-6-((S)-2-(benzyloxy)-4-oxobutyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

: 1325653-37-9
benzyl 2-((2R,6S)-6-((2S,4R,5S)-2-(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)-5-methylhept-6-en-1-yl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / tetrahydrofuran; diethyl ether; hexane / 4 h / -78 °C / Inert atmosphere

2: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ol201863b