N-[6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide

Base Information

Chemical Name:N-[6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide
CAS No.:320742-98-1
Molecular Formula:C₂₉H₄₅NO₂Si
Molecular Weight:467.767
Hs Code.:

<i>N</i>-[6-(<i>tert</i>-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide

Synonyms:N-[6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide

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Chemical Property of N-[6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide

Chemical Property:

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Technology Process of N-[6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide

There total 7 articles about N-[6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide 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:

: 106357-24-8
(3S,4S,5S)-6-(tert-butyldiphenylsiloxy)-4-hydroxy-3,5-dimethylhexan-1-ene

: 320742-98-1
N-[6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: tetrahydrofuran; hexane / -78 - 20 °C

2.1: 2.95 g / LiAlH₄ / tetrahydrofuran / 1.5 h / Heating

3.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 0.67 h / sonication

3.2: 68 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / -5 °C

4.1: Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

5.1: 1.93 g / NaN₃ / dimethylformamide

6.1: H₂ / Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr

7.1: 1.84 g / diethyl phosphorocyanidate; Et₃N / dimethylformamide / 0 - 20 °C

With dmap; lithium aluminium tetrahydride; n-butyllithium; sodium azide; diethyl cyanophosphonate; hydrogen; triethylamine; dimeric 9-borabicyclo[3.3.1]nonane; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.014

Reference yield:

: 320742-96-9
(3R,5R)-3,5-dimethyl-6-(tert-butyldiphenylsilyloxy)hexanol

: 320742-98-1
N-[6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

2: 1.93 g / NaN₃ / dimethylformamide

3: H₂ / Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr

4: 1.84 g / diethyl phosphorocyanidate; Et₃N / dimethylformamide / 0 - 20 °C

With dmap; sodium azide; diethyl cyanophosphonate; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.014

Reference yield:

: 320742-95-8
(2R,4R)-2,4-dimethyl-1-(tert-butyldiphenylsilyloxy)-5-hexene

: 320742-98-1
N-[6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 0.67 h / sonication

1.2: 68 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / -5 °C

2.1: Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

3.1: 1.93 g / NaN₃ / dimethylformamide

4.1: H₂ / Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr

5.1: 1.84 g / diethyl phosphorocyanidate; Et₃N / dimethylformamide / 0 - 20 °C

With dmap; sodium azide; diethyl cyanophosphonate; hydrogen; triethylamine; dimeric 9-borabicyclo[3.3.1]nonane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.06.014