(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalene-1-carbaldehyde

Base Information

Chemical Name:(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalene-1-carbaldehyde
CAS No.:154547-98-5
Molecular Formula:C₂₀H₂₂OSi
Molecular Weight:306.48
Hs Code.:

Synonyms:(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalene-1-carbaldehyde

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Chemical Property of (1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalene-1-carbaldehyde

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Technology Process of (1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalene-1-carbaldehyde

There total 6 articles about (1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalene-1-carbaldehyde 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: 97.0%

: 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

: 154547-98-5
(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalene-1-carbaldehyde

Guidance literature:: (S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole; With methyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 0.5h;

With oxalic acid; In tetrahydrofuran; water; for 4h; Further stages.; Heating;
DOI:10.1021/jo0001131

Reference yield:

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

: 154547-98-5
(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalene-1-carbaldehyde

Guidance literature:: Multi-step reaction with 2 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

With lithium; methyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; 1.1: Metallation / 1.2: Addition / 1.3: Methylation / 2.1: Methylation / 2.2: Reduction / 2.3: Hydrolysis;
DOI:10.1021/jo0001131

Reference yield:

: 768-33-2
phenyldimethylsilyl chloride

: 154547-98-5
(1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalene-1-carbaldehyde

Guidance literature:: Multi-step reaction with 2 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

With lithium; methyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; 1.1: Metallation / 1.2: Addition / 1.3: Methylation / 2.1: Methylation / 2.2: Reduction / 2.3: Hydrolysis;
DOI:10.1021/jo0001131