(R)-5-(t-butyldimethylsilyl)oxy-9-(t-butyldiphenylsilyl)oxy-1-(4-methoxybenzyl)oxy-2,7-nonadiyne

Base Information

Chemical Name:(R)-5-(t-butyldimethylsilyl)oxy-9-(t-butyldiphenylsilyl)oxy-1-(4-methoxybenzyl)oxy-2,7-nonadiyne
CAS No.:162131-82-0
Molecular Formula:C₃₉H₅₂O₄Si₂
Molecular Weight:641.01
Hs Code.:

Synonyms:(R)-5-(t-butyldimethylsilyl)oxy-9-(t-butyldiphenylsilyl)oxy-1-(4-methoxybenzyl)oxy-2,7-nonadiyne

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Chemical Property of (R)-5-(t-butyldimethylsilyl)oxy-9-(t-butyldiphenylsilyl)oxy-1-(4-methoxybenzyl)oxy-2,7-nonadiyne

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Technology Process of (R)-5-(t-butyldimethylsilyl)oxy-9-(t-butyldiphenylsilyl)oxy-1-(4-methoxybenzyl)oxy-2,7-nonadiyne

There total 3 articles about (R)-5-(t-butyldimethylsilyl)oxy-9-(t-butyldiphenylsilyl)oxy-1-(4-methoxybenzyl)oxy-2,7-nonadiyne 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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 162131-81-9
(R)-9-(t-butyldiphenylsilyl)oxy-1-(4-methoxybenzyl)oxy-2,7-nonadiyn-5-ol

: 162131-82-0
(R)-5-(t-butyldimethylsilyl)oxy-9-(t-butyldiphenylsilyl)oxy-1-(4-methoxybenzyl)oxy-2,7-nonadiyne

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 48h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89344-3

Reference yield:

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

: 162131-82-0
(R)-5-(t-butyldimethylsilyl)oxy-9-(t-butyldiphenylsilyl)oxy-1-(4-methoxybenzyl)oxy-2,7-nonadiyne

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; n-butyllithium; boron trifluoride diethyl etherate; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89344-3

Reference yield:

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

: 162131-82-0
(R)-5-(t-butyldimethylsilyl)oxy-9-(t-butyldiphenylsilyl)oxy-1-(4-methoxybenzyl)oxy-2,7-nonadiyne

Guidance literature:: Multi-step reaction with 2 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

With 1H-imidazole; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89344-3