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

Base Information

Chemical Name:3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-hydroxymethyl-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one
CAS No.:141422-68-6
Molecular Formula:C₂₀H₃₃NO₅Si
Molecular Weight:395.571
Hs Code.:

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

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Chemical Property of 3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-hydroxymethyl-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

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Technology Process of 3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-hydroxymethyl-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

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

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

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

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) O₃, 4 Angstroem mol. sieves, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, from -78 to 25 deg C, 18 h

2: 88 percent / NaBH₄ / ethanol / 0.5 h / 25 °C

With sodium tetrahydroborate; dimethylsulfide; 4 A molecular sieve; ozone; In ethanol;

Reference yield:

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

: 141447-10-1
3-Benzylsulfanyl-7-((S)-1-hydroxy-ethyl)-7-methoxy-8-oxo-4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

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

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

3: 68 percent / NaH / dimethylformamide / 18 h / 25 °C

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

5: 63 percent / NaH / tetrahydrofuran / 18 h

6: 1.) LDA, 2.) CS₂ / 1.) THF, -78 deg C, 15 min, 2.) THF, from -78 deg C to RT, 18 h

7: 1.) NaH / 1.) THF, 0 deg C, 2.) THF, from 0 to 25 deg C, 30 min

8: 75 percent / tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 18 h / 25 °C

With carbon disulfide; ammonium cerium(IV) nitrate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetonitrile;