3-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethylamino]-cyclohex-2-enone

Base Information

• Chemical Name: 3-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethylamino]-cyclohex-2-enone
• CAS No.: 264903-42-6
• Molecular Formula: C₂₆H₃₅NO₂Si
• Molecular Weight: 421.655

Synonyms:3-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethylamino]-cyclohex-2-enone

Chemical Property of 3-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethylamino]-cyclohex-2-enone

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Technology Process of 3-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethylamino]-cyclohex-2-enone

There total 1 articles about 3-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethylamino]-cyclohex-2-enone 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:

(1S,2R)-1,2-diphenyl-2-<(1,1-dimethylethyl)dimethylsiloxy>ethylamine (178151-42-3) + 1,3-cylohexanedione (504-02-9) → 3-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethylamino]-cyclohex-2-enone (264903-42-6)

Guidance literature:

In ethanol; benzene; Heating;

DOI:10.1021/ja020698b

Reference yield: 73.0%

3-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethylamino]-cyclohex-2-enone (264903-42-6) + crotonaldehyde (123-73-9,4170-30-3) → 1-[2-(tert-butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethyl]-2-methyl-2,6,7,8-tetrahydro-1H-quinolin-5-one

Guidance literature:

With piperidine; acetic anhydride; In ethyl acetate; toluene; at 150 ℃; optical yield given as %de; Inert atmosphere;

DOI:10.1055/s-0029-1216920

Reference yield: 54.0%

1-(3-o-tolyl-allylidene)-piperidinium + 3-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethylamino]-cyclohex-2-enone (264903-42-6) → 1-[2-(tert-butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethyl]-2-o-tolyl-2,6,7,8-tetrahydro-1H-quinolin-5-one

Guidance literature:

In ethyl acetate; toluene; at 150 ℃;

DOI:10.1021/ol000049+

upstream raw materials:

(1S,2R)-1,2-diphenyl-2-<(1,1-dimethylethyl)dimethylsiloxy>ethylamine

1,3-cylohexanedione

Downstream raw materials:

1-[2-(tert-butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethyl]-2-propyl-2,6,7,8-tetrahydro-1H-quinolin-5-one

(S)-1-((1S,2R)-2-Hydroxy-1,2-diphenyl-ethyl)-2-propyl-2,3,4,6,7,8-hexahydro-1H-quinolin-5-one

1-[2-(tert-butyl-dimethyl-silanyloxy)-1,2-diphenyl-ethyl]-2-propyl-2,3,4,6,7,8-hexahydro-1H-quinolin-5-one

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