tert-butyl (1S,2S,5S)-2-acetamido-5-((tert-butyldimethylsilyloxy)dicyanomethyl)cyclohex-3-enylcarbamate

Base Information

Chemical Name:tert-butyl (1S,2S,5S)-2-acetamido-5-((tert-butyldimethylsilyloxy)dicyanomethyl)cyclohex-3-enylcarbamate
CAS No.:1184177-24-9
Molecular Formula:C₂₂H₃₆N₄O₄Si
Molecular Weight:448.638
Hs Code.:

Synonyms:tert-butyl (1S,2S,5S)-2-acetamido-5-((tert-butyldimethylsilyloxy)dicyanomethyl)cyclohex-3-enylcarbamate

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Chemical Property of tert-butyl (1S,2S,5S)-2-acetamido-5-((tert-butyldimethylsilyloxy)dicyanomethyl)cyclohex-3-enylcarbamate

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Technology Process of tert-butyl (1S,2S,5S)-2-acetamido-5-((tert-butyldimethylsilyloxy)dicyanomethyl)cyclohex-3-enylcarbamate

There total 1 articles about tert-butyl (1S,2S,5S)-2-acetamido-5-((tert-butyldimethylsilyloxy)dicyanomethyl)cyclohex-3-enylcarbamate 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%

: C₁₄H₂₀N₂O₅

: 128302-78-3
α-(tert-butyldimethylsilyloxy)malonitrile

: 1184177-24-9
tert-butyl (1S,2S,5S)-2-acetamido-5-((tert-butyldimethylsilyloxy)dicyanomethyl)cyclohex-3-enylcarbamate

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; In toluene; at 60 ℃; for 1h;
DOI:10.1016/j.tet.2009.05.077

Reference yield:

: 1184177-24-9
tert-butyl (1S,2S,5S)-2-acetamido-5-((tert-butyldimethylsilyloxy)dicyanomethyl)cyclohex-3-enylcarbamate

: 1184177-25-0
tert-butyl (1S,2R,3S,4R,5S)-2-acetamido-5-((tert-butyldimethylsilyloxy)dicyanomethyl)-3,4-dihydroxycyclohexylcarbamate

Guidance literature:: With ruthenium trichloride; sodium periodate; sulfuric acid; water; In ethyl acetate; acetonitrile; at 4 ℃; for 1.33333h;
DOI:10.1016/j.tet.2009.05.077

Reference yield:

: 1184177-24-9
tert-butyl (1S,2S,5S)-2-acetamido-5-((tert-butyldimethylsilyloxy)dicyanomethyl)cyclohex-3-enylcarbamate

: 1137726-89-6
ethyl (3R,4R,5S)-4-acetylamino-5-tert-butoxycarbonylamino-3-hydroxy-cyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium periodate; ruthenium trichloride; sulfuric acid; water / ethyl acetate; acetonitrile / 1.33 h / 4 °C

2: toluene-4-sulfonic acid / toluene / 0.5 h / 50 °C

3: ethanol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine tris(hydrogen fluoride) / 36 h / 20 °C

With ruthenium trichloride; sodium periodate; ethanol; sulfuric acid; water; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine tris(hydrogen fluoride); In ethyl acetate; toluene; acetonitrile;
DOI:10.1016/j.tet.2009.05.077