1-((R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yloxy)but-2-ynyl acetate

Base Information

Chemical Name:1-((R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yloxy)but-2-ynyl acetate
CAS No.:1227307-11-0
Molecular Formula:C₂₈H₃₆O₄Si
Molecular Weight:464.677
Hs Code.:

Synonyms:1-((R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yloxy)but-2-ynyl acetate

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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 1-((R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yloxy)but-2-ynyl acetate

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Technology Process of 1-((R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yloxy)but-2-ynyl acetate

There total 4 articles about 1-((R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yloxy)but-2-ynyl acetate 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:

: C₂₆H₃₄O₃Si

: 108-24-7
acetic anhydride

: 1227307-11-0
1-((R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yloxy)but-2-ynyl acetate

Guidance literature:: With pyridine; dmap; In toluene; at -78 ℃; for 22h; Inert atmosphere;
DOI:10.1021/ol100665m

Reference yield:

: 1227307-20-1
(R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yl but-2-ynoate

: 108-24-7
acetic anhydride

: 1227307-11-0
1-((R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yloxy)but-2-ynyl acetate

: 1-(((S)-1-((tert-butyldiphenylsilyl)oxy)hex-5-en-3-yl)oxy)but-2-yn-1-yl acetate

Guidance literature:: (R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yl but-2-ynoate; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 0.5h;

acetic anhydride; With pyridine; dmap; In dichloromethane; toluene; at -78 ℃; for 22h; Overall yield = 92 %; Overall yield = 1.8 g; Optical yield = 23.077 %de;
DOI:10.1002/chem.201202553

Reference yield:

: 125975-53-3,147220-48-2,116996-54-4
(2S)-O-(tert-butyldiphenylsilyl)-1,2-epoxybutan-4-ol

: 1227307-11-0
1-((R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yloxy)but-2-ynyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide / tetrahydrofuran / 0.08 h / -60 °C

1.2: 1.5 h / -55 - -30 °C

2.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16 h / 0 - 20 °C

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 °C

3.2: 22 h / -78 °C

With dmap; copper(l) iodide; diisobutylaluminium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/chem.201202553