4-[(3aR,4S)-4-(tert-butyldimethylsilanyloxy)-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yI]-2-chloro-3-methylbenzonitrile

Base Information

Chemical Name:4-[(3aR,4S)-4-(tert-butyldimethylsilanyloxy)-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yI]-2-chloro-3-methylbenzonitrile
CAS No.:863204-83-5
Molecular Formula:C₁₉H₂₈ClN₃O₃SSi
Molecular Weight:442.054
Hs Code.:

Synonyms:4-[(3aR,4S)-4-(tert-butyldimethylsilanyloxy)-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yI]-2-chloro-3-methylbenzonitrile

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Chemical Property of 4-[(3aR,4S)-4-(tert-butyldimethylsilanyloxy)-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yI]-2-chloro-3-methylbenzonitrile

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Technology Process of 4-[(3aR,4S)-4-(tert-butyldimethylsilanyloxy)-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yI]-2-chloro-3-methylbenzonitrile

There total 8 articles about 4-[(3aR,4S)-4-(tert-butyldimethylsilanyloxy)-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yI]-2-chloro-3-methylbenzonitrile 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:

: (2R,3S)-3-(tert-butyldimethylsilanyloxy)-2-[(3-chloro-4-cyano-2-methyl-phenylamino)methyl]pyrrolidine-1-sulfonic acid, N,N,N-diisopropyl ethylamine salt

: 863204-83-5
4-[(3aR,4S)-4-(tert-butyldimethylsilanyloxy)-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yI]-2-chloro-3-methylbenzonitrile

Guidance literature:: With pyridine; trichlorophosphate; In dichloromethane; at 20 - 50 ℃;
DOI:10.1016/j.bmcl.2007.06.007

Reference yield:

: 757247-71-5
tert-butyl (2S,3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-2-formylpyrrolidine-1-carboxylate

: 863204-83-5
4-[(3aR,4S)-4-(tert-butyldimethylsilanyloxy)-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yI]-2-chloro-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: sodium triacetoxyborohydride / CH₂Cl₂; dimethylformamide / 20 °C

2: TFA / CH₂Cl₂ / 20 °C

3: 83 percent / chlorosulfonic acid / CH₂Cl₂ / 20 °C

4: POCl₃; pyridine / CH₂Cl₂ / 20 - 50 °C

With pyridine; chlorosulfonic acid; sodium tris(acetoxy)borohydride; trifluoroacetic acid; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.06.007

Reference yield:

: 850003-05-3
(2S,3S)-N-tert-butyloxycarbonyl-3-(tert-butyldimethylsilyloxy)-2-pyrrolidinecarboxylic acid methyl ester

: 863204-83-5
4-[(3aR,4S)-4-(tert-butyldimethylsilanyloxy)-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yI]-2-chloro-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / LiBHEt₃ / tetrahydrofuran / -78 - 20 °C

2: 89 percent / NMO; TPAP / acetonitrile; CH₂Cl₂ / 20 °C

3: sodium triacetoxyborohydride / CH₂Cl₂; dimethylformamide / 20 °C

4: TFA / CH₂Cl₂ / 20 °C

5: 83 percent / chlorosulfonic acid / CH₂Cl₂ / 20 °C

6: POCl₃; pyridine / CH₂Cl₂ / 20 - 50 °C

With pyridine; chlorosulfonic acid; N-methyl-2-indolinone; tetrapropylammonium perruthennate; sodium tris(acetoxy)borohydride; lithium triethylborohydride; trifluoroacetic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2007.06.007