(S,E)-5-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy-)ethyl-)tetrahydro-2H-pyran-2-yl)-1-(4-methoxybenzyloxy)-4-methylpent-4-en-2-ol

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Chemical Name:(S,E)-5-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy-)ethyl-)tetrahydro-2H-pyran-2-yl)-1-(4-methoxybenzyloxy)-4-methylpent-4-en-2-ol
CAS No.:1227307-18-7
Molecular Formula:C₃₇H₅₀O₅Si
Molecular Weight:602.886
Hs Code.:

Synonyms:(S,E)-5-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy-)ethyl-)tetrahydro-2H-pyran-2-yl)-1-(4-methoxybenzyloxy)-4-methylpent-4-en-2-ol

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Chemical Property of (S,E)-5-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy-)ethyl-)tetrahydro-2H-pyran-2-yl)-1-(4-methoxybenzyloxy)-4-methylpent-4-en-2-ol

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Technology Process of (S,E)-5-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy-)ethyl-)tetrahydro-2H-pyran-2-yl)-1-(4-methoxybenzyloxy)-4-methylpent-4-en-2-ol

There total 6 articles about (S,E)-5-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy-)ethyl-)tetrahydro-2H-pyran-2-yl)-1-(4-methoxybenzyloxy)-4-methylpent-4-en-2-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: 31.0%

: 1227307-29-0
tert-butyl-(2-((2R,6S)-6-((E)-2-iodoprop-1-enyl)tetrahydro-2H-pyran-2-yl)ethoxy-)diphenylsilane

: 80910-01-6,108836-41-5,134733-19-0,144069-33-0
(S)-2-[(4-methoxybenzyloxy)methyl]oxirane

: 1227307-18-7
(S,E)-5-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy-)ethyl-)tetrahydro-2H-pyran-2-yl)-1-(4-methoxybenzyloxy)-4-methylpent-4-en-2-ol

Guidance literature:: tert-butyl-(2-((2R,6S)-6-((E)-2-iodoprop-1-enyl)tetrahydro-2H-pyran-2-yl)ethoxy-)diphenylsilane; With tert.-butyl lithium; In toluene; pentane; at -78 ℃; for 0.5h; Inert atmosphere;

(S)-2-[(4-methoxybenzyloxy)methyl]oxirane; With boron trifluoride diethyl etherate; In toluene; pentane; at -85 - -78 ℃; for 1.01667h; Inert atmosphere;

With water; sodium hydrogencarbonate; In ethyl acetate; toluene; pentane; at -78 - 20 ℃;
DOI:10.1021/ol100665m

Reference yield:

: 1227307-35-8
C₃₈H₆₂O₂SiSn

: 1227307-18-7
(S,E)-5-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy-)ethyl-)tetrahydro-2H-pyran-2-yl)-1-(4-methoxybenzyloxy)-4-methylpent-4-en-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-iodo-succinimide / tetrahydrofuran / 0.33 h / -17 °C

2.1: tert.-butyl lithium / toluene; pentane / 0.5 h / -78 °C

2.2: 0.02 h / -85 °C

2.3: 1 h / -78 °C

With N-iodo-succinimide; tert.-butyl lithium; In tetrahydrofuran; toluene; pentane;
DOI:10.1002/chem.201202553

Reference yield:

: 1227307-28-9
tert-butyldiphenyl(2-((2R,6S)-6-(prop-1-ynyl)tetrahydro-2H-pyran-2-yl)ethoxy-)silane

: 1227307-18-7
(S,E)-5-((2S,6R)-6-(2-(tert-butyldiphenylsilyloxy-)ethyl-)tetrahydro-2H-pyran-2-yl)-1-(4-methoxybenzyloxy)-4-methylpent-4-en-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; copper(l) cyanide / tetrahydrofuran; hexane / -78 - -10 °C

2.1: N-iodo-succinimide / tetrahydrofuran / 0.33 h / -17 °C

3.1: tert.-butyl lithium / toluene; pentane / 0.5 h / -78 °C

3.2: 0.02 h / -85 °C

3.3: 1 h / -78 °C

With N-iodo-succinimide; n-butyllithium; tert.-butyl lithium; copper(l) cyanide; In tetrahydrofuran; hexane; toluene; pentane;
DOI:10.1002/chem.201202553