methyl 4-methoxy-6-((t-butyldiphenylsilyloxy)methyl)octa-6,7-dien-2-ynoate

Base Information

Chemical Name:methyl 4-methoxy-6-((t-butyldiphenylsilyloxy)methyl)octa-6,7-dien-2-ynoate
CAS No.:1434003-16-3
Molecular Formula:C₂₇H₃₂O₄Si
Molecular Weight:448.634
Hs Code.:

Synonyms:methyl 4-methoxy-6-((t-butyldiphenylsilyloxy)methyl)octa-6,7-dien-2-ynoate

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Chemical Property of methyl 4-methoxy-6-((t-butyldiphenylsilyloxy)methyl)octa-6,7-dien-2-ynoate

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Technology Process of methyl 4-methoxy-6-((t-butyldiphenylsilyloxy)methyl)octa-6,7-dien-2-ynoate

There total 6 articles about methyl 4-methoxy-6-((t-butyldiphenylsilyloxy)methyl)octa-6,7-dien-2-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: 84.0%

: 1434003-15-2
5-methoxy-3-(( t-butyldiphenylsilyl)oxymethyl)hepta-1,2-dien-6-yne

: 79-22-1
methyl chloroformate

: 1434003-16-3
methyl 4-methoxy-6-((t-butyldiphenylsilyloxy)methyl)octa-6,7-dien-2-ynoate

Guidance literature:: 5-methoxy-3-(( t-butyldiphenylsilyl)oxymethyl)hepta-1,2-dien-6-yne; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

methyl chloroformate; In tetrahydrofuran; hexane; at -35 - -25 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/ol400904y

Reference yield:

: 92808-80-5
4-((tert-butyldiphenylsilyl)oxy)but-2-yn-1-ol

: 1434003-16-3
methyl 4-methoxy-6-((t-butyldiphenylsilyloxy)methyl)octa-6,7-dien-2-ynoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: propionic acid / 5 h / 130 °C / Inert atmosphere

2.1: isopropylmagnesium chloride / 2 h / -20 - -10 °C / Inert atmosphere

3.1: tetrahydrofuran / 5 h / 0 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / diethyl ether / 1.17 h / -78 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran / 3.25 h / 0 - 20 °C / Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

6.2: 0.5 h / -35 - -25 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; isopropylmagnesium chloride; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; propionic acid;
DOI:10.1021/ol400904y

Reference yield:

: 1434003-13-0
5-((t-butyldiphenylsilyl)oxymethyl)hepta-5,6-dien-1-yn-3-one

: 1434003-16-3
methyl 4-methoxy-6-((t-butyldiphenylsilyloxy)methyl)octa-6,7-dien-2-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 1.17 h / -78 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 3.25 h / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -35 - -25 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/ol400904y