(S,E)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-2-en-7-yn-1-ol

Base Information

Chemical Name:(S,E)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-2-en-7-yn-1-ol
CAS No.:162131-84-2
Molecular Formula:C₂₃H₃₆O₄Si
Molecular Weight:404.622
Hs Code.:

Synonyms:(S,E)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-2-en-7-yn-1-ol

Suppliers and Price of (S,E)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-2-en-7-yn-1-ol

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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 (S,E)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-2-en-7-yn-1-ol

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Technology Process of (S,E)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-2-en-7-yn-1-ol

There total 5 articles about (S,E)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-2-en-7-yn-1-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: 88.0%

: 162131-83-1
(S)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxy-2,7-nonadiyn-1-ol

: 162131-84-2
(S,E)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-2-en-7-yn-1-ol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether; toluene; for 2h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89344-3

Reference yield:

: 4039-83-2
3-(4-methoxybenzyloxy)propyne

: 162131-84-2
(S,E)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-2-en-7-yn-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 1.56 M n-BuLi, BF₃*Et₂O; 2.) 60percent NaH in oil / 1.) THF, hexane, -78 deg C, 1 h; 2.) THF, -10 deg C, 1.5 h

2: 93 percent / 1.56 M n-BuLi, BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

3: 92 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

4: 87 percent / 10percent aq. sodium hydroxide / methanol / 3 h / Heating

5: 88 percent / 70percent sodium bismethoxyethoxyaluminum hydride / diethyl ether; toluene / 2 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)89344-3

Reference yield:

: 162131-80-8
(R)-5,6-epoxy-1-(4-methoxybenzyl)oxy-2-hexyne

: 162131-84-2
(S,E)-5-(t-butyldimethylsilyl)oxy-9-(4-methoxybenzyl)oxynona-2-en-7-yn-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / 1.56 M n-BuLi, BF₃*Et₂O / tetrahydrofuran / 1 h / -78 °C

2: 92 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

3: 87 percent / 10percent aq. sodium hydroxide / methanol / 3 h / Heating

4: 88 percent / 70percent sodium bismethoxyethoxyaluminum hydride / diethyl ether; toluene / 2 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)89344-3