(3S,5R)-3,5-bis-t-butyldimethylsilyloxy-2-ethenyl-1-formylcyclohex-1-ene

Base Information

Chemical Name:(3S,5R)-3,5-bis-t-butyldimethylsilyloxy-2-ethenyl-1-formylcyclohex-1-ene
CAS No.:408535-73-9
Molecular Formula:C₂₁H₄₀O₃Si₂
Molecular Weight:396.718
Hs Code.:

Synonyms:(3S,5R)-3,5-bis-t-butyldimethylsilyloxy-2-ethenyl-1-formylcyclohex-1-ene

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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 (3S,5R)-3,5-bis-t-butyldimethylsilyloxy-2-ethenyl-1-formylcyclohex-1-ene

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Technology Process of (3S,5R)-3,5-bis-t-butyldimethylsilyloxy-2-ethenyl-1-formylcyclohex-1-ene

There total 2 articles about (3S,5R)-3,5-bis-t-butyldimethylsilyloxy-2-ethenyl-1-formylcyclohex-1-ene 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: 54.0%

: 7486-35-3
tri-n-butyl(vinyl)tin

: 408535-71-7
(3S,5R)-3,5-bis-t-butyldimethylsilyloxy-2-bromo-1-formylcyclohex-1-ene

: 408535-73-9
(3S,5R)-3,5-bis-t-butyldimethylsilyloxy-2-ethenyl-1-formylcyclohex-1-ene

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; lithium chloride; In 1-methyl-pyrrolidin-2-one; at 75 ℃; for 18h;

Reference yield:

: 408535-68-2
(3S,5S)-3,5-bis-t-butyldimethylsilyloxy-2-bromo-1-cyclohexanone

: 408535-73-9
(3S,5R)-3,5-bis-t-butyldimethylsilyloxy-2-ethenyl-1-formylcyclohex-1-ene

Guidance literature:: Multi-step reaction with 4 steps

1.1: KHMDS; HMPA / tetrahydrofuran; toluene / 2 h / -78 °C

1.2: 79 percent / tetrahydrofuran; toluene / -78 - 20 °C

2.1: 70 percent / Pd₂dba3; AsPh₃; LiCl / 1-methyl-pyrrolidin-2-one / 14 h / 35 °C

3.1: 88 percent / aq.OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 21 h / 20 °C

4.1: 54 percent / Pd₂dba3; AsPh₃; LiCl / 1-methyl-pyrrolidin-2-one / 18 h / 75 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium periodate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; osmium(VIII) oxide; triphenyl-arsane; potassium hexamethylsilazane; lithium chloride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water; toluene;