(3R,5S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-8-(3-chloro-2-methyl-benzyl)-3-(2,4-dichloro-phenyl)-2,8-diaza-spiro[4.5]decane-1,7-dione

Base Information

Chemical Name:(3R,5S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-8-(3-chloro-2-methyl-benzyl)-3-(2,4-dichloro-phenyl)-2,8-diaza-spiro[4.5]decane-1,7-dione
CAS No.:873577-63-0
Molecular Formula:C₃₀H₃₉Cl₃N₂O₃Si
Molecular Weight:610.096
Hs Code.:

Synonyms:(3R,5S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-8-(3-chloro-2-methyl-benzyl)-3-(2,4-dichloro-phenyl)-2,8-diaza-spiro[4.5]decane-1,7-dione

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Chemical Property of (3R,5S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-8-(3-chloro-2-methyl-benzyl)-3-(2,4-dichloro-phenyl)-2,8-diaza-spiro[4.5]decane-1,7-dione

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Technology Process of (3R,5S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-8-(3-chloro-2-methyl-benzyl)-3-(2,4-dichloro-phenyl)-2,8-diaza-spiro[4.5]decane-1,7-dione

There total 11 articles about (3R,5S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-8-(3-chloro-2-methyl-benzyl)-3-(2,4-dichloro-phenyl)-2,8-diaza-spiro[4.5]decane-1,7-dione 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:

: 3-allyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(2,4-dichloro-phenyl)-pyrrolidin-2-one

: 873577-63-0
(3R,5S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-8-(3-chloro-2-methyl-benzyl)-3-(2,4-dichloro-phenyl)-2,8-diaza-spiro[4.5]decane-1,7-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / LDA / tetrahydrofuran / -78 °C

2.1: 80 percent / Grubbs' second generation catalyst / 1,2-dichloro-ethane / Heating

3.1: O₃; NaHCO₃ / CH₂Cl₂ / -78 °C

3.2: 75 percent / Ac₂O; TEA / CH₂Cl₂ / 0 °C

4.1: NaBH(OAc)3 / 1,2-dichloro-ethane

With sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; ozone; lithium diisopropyl amide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/j.tetlet.2005.10.139

Reference yield:

: 873577-55-0
3,3-diallyl-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(2,4-dichloro-phenyl)-pyrrolidin-2-one

: 873577-63-0
(3R,5S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-8-(3-chloro-2-methyl-benzyl)-3-(2,4-dichloro-phenyl)-2,8-diaza-spiro[4.5]decane-1,7-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / Grubbs' second generation catalyst / 1,2-dichloro-ethane / Heating

2.1: O₃; NaHCO₃ / CH₂Cl₂ / -78 °C

2.2: 75 percent / Ac₂O; TEA / CH₂Cl₂ / 0 °C

3.1: NaBH(OAc)3 / 1,2-dichloro-ethane

With sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; ozone; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/j.tetlet.2005.10.139

Reference yield:

: 58457-57-1
4-(2,4-dichlorophenyl)-4-oxobutanoic acid

: 873577-63-0
(3R,5S)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-8-(3-chloro-2-methyl-benzyl)-3-(2,4-dichloro-phenyl)-2,8-diaza-spiro[4.5]decane-1,7-dione

Guidance literature:: Multi-step reaction with 11 steps

1.1: 100 percent / toluene / 16 h / Heating

2.1: 80 percent / TiCl₄; Et₃SiH / CH₂Cl₂ / 16 h / -78 - 20 °C

3.1: 95 percent / SOCl₂ / tetrahydrofuran / 0 - 20 °C

4.1: 80 percent / NaOEt / ethanol / 45 °C

5.1: 85 percent / aq. HCl / tetrahydrofuran / Heating

6.1: 75 percent / KH / dimethylformamide / 1 h / 20 °C

7.1: 70 percent / LDA / tetrahydrofuran / -78 °C

8.1: 70 percent / LDA / tetrahydrofuran / -78 °C

9.1: 80 percent / Grubbs' second generation catalyst / 1,2-dichloro-ethane / Heating

10.1: O₃; NaHCO₃ / CH₂Cl₂ / -78 °C

10.2: 75 percent / Ac₂O; TEA / CH₂Cl₂ / 0 °C

11.1: NaBH(OAc)3 / 1,2-dichloro-ethane

With hydrogenchloride; triethylsilane; thionyl chloride; sodium ethanolate; titanium tetrachloride; potassium hydride; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; ozone; lithium diisopropyl amide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2005.10.139