Dimethyl-[(1R,2S)-1-methyl-1-((E)-2-nitro-vinyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-silane

Base Information

Chemical Name:Dimethyl-[(1R,2S)-1-methyl-1-((E)-2-nitro-vinyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-silane
CAS No.:283585-10-4
Molecular Formula:C₂₁H₂₅NO₂Si
Molecular Weight:351.521
Hs Code.:

Synonyms:Dimethyl-[(1R,2S)-1-methyl-1-((E)-2-nitro-vinyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-silane

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Chemical Property of Dimethyl-[(1R,2S)-1-methyl-1-((E)-2-nitro-vinyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-silane

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Technology Process of Dimethyl-[(1R,2S)-1-methyl-1-((E)-2-nitro-vinyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-silane

There total 6 articles about Dimethyl-[(1R,2S)-1-methyl-1-((E)-2-nitro-vinyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-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: 100.0%

: 75-52-5
nitromethane

: 283585-04-6
(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2,3,4-tetrahydro-naphthalene-1-carbaldehyde

: 283585-10-4
Dimethyl-[(1R,2S)-1-methyl-1-((E)-2-nitro-vinyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-silane

Guidance literature:: With ammonium acetate; at 120 ℃; for 24h;
DOI:10.1021/jo0001131

Reference yield:

: 132912-17-5
1-<4'-(S)-tert-butyloxazolin-2'-yl>naphthalene

: 283585-10-4
Dimethyl-[(1R,2S)-1-methyl-1-((E)-2-nitro-vinyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: Li / tetrahydrofuran / 3.5 h

1.2: diethyl ether / 87 h / -72 °C

1.3: 90 percent / -72 - -20 °C

2.1: MeOTf / CH₂Cl₂ / 20 °C

2.2: NaBH₄ / methanol; tetrahydrofuran / 0.5 h / 0 °C

2.3: 97 percent / oxalic acid / tetrahydrofuran; H₂O / 4 h / Heating

3.1: 98 percent / H₂ / Pd/C / ethanol / 10 h

4.1: 100 percent / NH₄OAc / 24 h / 120 °C

With ammonium acetate; hydrogen; lithium; methyl trifluoromethanesulfonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Metallation / 1.2: Addition / 1.3: Methylation / 2.1: Methylation / 2.2: Reduction / 2.3: Hydrolysis / 3.1: Catalytic hydrogenation / 4.1: Condensation;
DOI:10.1021/jo0001131

Reference yield:

: 154547-92-9
(S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole

: 283585-10-4
Dimethyl-[(1R,2S)-1-methyl-1-((E)-2-nitro-vinyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-phenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: MeOTf / CH₂Cl₂ / 20 °C

1.2: NaBH₄ / methanol; tetrahydrofuran / 0.5 h / 0 °C

1.3: 97 percent / oxalic acid / tetrahydrofuran; H₂O / 4 h / Heating

2.1: 98 percent / H₂ / Pd/C / ethanol / 10 h

3.1: 100 percent / NH₄OAc / 24 h / 120 °C

With ammonium acetate; hydrogen; methyl trifluoromethanesulfonate; palladium on activated charcoal; In ethanol; dichloromethane; 1.1: Methylation / 1.2: Reduction / 1.3: Hydrolysis / 2.1: Catalytic hydrogenation / 3.1: Condensation;
DOI:10.1021/jo0001131