3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

Base Information

Chemical Name:3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde
CAS No.:145438-45-5
Molecular Formula:C₂₀H₃₁NO₅Si
Molecular Weight:393.555
Hs Code.:

Synonyms:3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

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Chemical Property of 3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

There total 1 articles about 3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-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:

: 141447-08-7
3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one

: 145438-45-5
3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

Guidance literature:: With dimethylsulfide; 4 A molecular sieve; ozone; Multistep reaction; 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, from -78 to 25 deg C, 18 h;

Reference yield: 88.0%

: 145438-45-5
3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

: 141422-68-6
3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-hydroxymethyl-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 25 ℃; for 0.5h;

Reference yield:

: 145438-45-5
3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

: 141422-74-4
{2-Benzenesulfonyloxymethyl-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-4-oxo-azetidin-1-yl}-acetic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / NaBH₄ / ethanol / 0.5 h / 25 °C

2: 1.) NaH / 1.) DMF, 0 deg C, 10 min, 2.) DMF, RT, 18 h

3: ceric ammonium nitrate (CAN) / acetonitrile / 0.17 h / -10 - -5 °C

4: 68 percent / NaH / dimethylformamide / 18 h / 25 °C

5: H₂ / 10percent Pd/C / ethanol / 18 h / 25 °C / 2068.6 Torr

6: 63 percent / NaH / tetrahydrofuran / 18 h

With sodium tetrahydroborate; ammonium cerium(IV) nitrate; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetonitrile;