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

Base Information

• Chemical Name: (S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole
• CAS No.: 154547-92-9
• Molecular Formula: C₂₆H₃₃NOSi
• Molecular Weight: 403.64
• Mol file: 154547-92-9.mol

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

Chemical Property of (S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole

There total 2 articles about (S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole 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: 90.0%

1-<4'-(S)-tert-butyloxazolin-2'-yl>naphthalene (132912-17-5) + phenyldimethylsilyl chloride (768-33-2) + methyl iodide (74-88-4) → (S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole (154547-92-9)

Guidance literature:

phenyldimethylsilyl chloride; With lithium; In tetrahydrofuran; for 3.5h;

1-<4'-(S)-tert-butyloxazolin-2'-yl>naphthalene; In diethyl ether; at -72 ℃; for 87h;

methyl iodide; at -72 - -20 ℃; Further stages.;

DOI:10.1021/jo0001131

Reference yield:

1-<4'-(S)-tert-butyloxazolin-2'-yl>naphthalene (132912-17-5) + phenyldimethylsilyl chloride (768-33-2) + methyl iodide (74-88-4) → (S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole (154547-92-9) + (S)-4-tert-Butyl-2-[(1R,2R)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole

Guidance literature:

With lithium; Yield given. Multistep reaction. Yields of byproduct given; 2.) THF, -100 to -78 deg C;

DOI:10.1021/jo00084a007

Reference yield: 97.0%

(S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole (154547-92-9) → (1S,2S)-2-(Dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalene-1-carbaldehyde (154547-98-5)

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

upstream raw materials:

1-<4'-(S)-tert-butyloxazolin-2'-yl>naphthalene

phenyldimethylsilyl chloride

methyl iodide

Downstream raw materials:

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

(S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2,3,4-tetrahydro-naphthalen-1-yl]-4,5-dihydro-oxazole

(4aR,10bR)-10b-Methyl-4-((R)-1-phenyl-ethyl)-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline

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