tert-Butyl-((1S,3S,5S)-1-ethynyl-bicyclo[3.1.0]hex-3-yloxy)-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-((1S,3S,5S)-1-ethynyl-bicyclo[3.1.0]hex-3-yloxy)-diphenyl-silane
CAS No.:183559-11-7
Molecular Formula:C₂₄H₂₈OSi
Molecular Weight:360.571
Hs Code.:

Synonyms:tert-Butyl-((1S,3S,5S)-1-ethynyl-bicyclo[3.1.0]hex-3-yloxy)-diphenyl-silane

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Chemical Property of tert-Butyl-((1S,3S,5S)-1-ethynyl-bicyclo[3.1.0]hex-3-yloxy)-diphenyl-silane

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Technology Process of tert-Butyl-((1S,3S,5S)-1-ethynyl-bicyclo[3.1.0]hex-3-yloxy)-diphenyl-silane

There total 5 articles about tert-Butyl-((1S,3S,5S)-1-ethynyl-bicyclo[3.1.0]hex-3-yloxy)-diphenyl-silane 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: 90.0%

: 182802-00-2
(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbaldehyde

: 27491-70-9,28447-24-7,25411-73-8
dimethyl diazomethylphosphonate

: 183559-11-7
tert-Butyl-((1S,3S,5S)-1-ethynyl-bicyclo[3.1.0]hex-3-yloxy)-diphenyl-silane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -78 - 20 ℃; for 18h;
DOI:10.1016/0040-4039(96)01700-5

Reference yield:

: 183559-06-0
((S)-1-Bromomethyl-2-(S)-oxiranyl-ethoxy)-tert-butyl-diphenyl-silane

: 183559-11-7
tert-Butyl-((1S,3S,5S)-1-ethynyl-bicyclo[3.1.0]hex-3-yloxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / tetrahydrofuran / 3 h / -78 °C

2: 96 percent / DMAP, Et₃N / CH₂Cl₂ / 12 h / 4 °C

3: 91 percent / KHMDS / tetrahydrofuran / 3 h / -78 °C

4: 97 percent / DIBAL-H / toluene / 1 h / -78 °C

5: 90 percent / t-BuOK / tetrahydrofuran / 18 h / -78 - 20 °C

With dmap; potassium tert-butylate; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/0040-4039(96)01700-5

Reference yield:

: 183559-10-6
(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile

: 183559-11-7
tert-Butyl-((1S,3S,5S)-1-ethynyl-bicyclo[3.1.0]hex-3-yloxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / DIBAL-H / toluene / 1 h / -78 °C

2: 90 percent / t-BuOK / tetrahydrofuran / 18 h / -78 - 20 °C

With potassium tert-butylate; diisobutylaluminium hydride; In tetrahydrofuran; toluene;
DOI:10.1016/0040-4039(96)01700-5