(3S,4R)-4-((R)-3-Benzyloxy-1-methyl-2-oxo-propyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one

Base Information

Chemical Name:(3S,4R)-4-((R)-3-Benzyloxy-1-methyl-2-oxo-propyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one
CAS No.:214333-85-4
Molecular Formula:C₂₂H₃₅NO₄Si
Molecular Weight:405.61
Hs Code.:

Synonyms:(3S,4R)-4-((R)-3-Benzyloxy-1-methyl-2-oxo-propyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one

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Chemical Property of (3S,4R)-4-((R)-3-Benzyloxy-1-methyl-2-oxo-propyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one

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Technology Process of (3S,4R)-4-((R)-3-Benzyloxy-1-methyl-2-oxo-propyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one

There total 5 articles about (3S,4R)-4-((R)-3-Benzyloxy-1-methyl-2-oxo-propyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-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: 85.0%

: 214333-83-2
(3S,4R)-4-((R)-3-Benzyloxy-1-methyl-2-oxo-propyl)-1-(tert-butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one

: (E)-(S)-6-Benzyloxy-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-5-oxo-hex-3-enoic acid amide

: 214333-85-4
(3S,4R)-4-((R)-3-Benzyloxy-1-methyl-2-oxo-propyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; In dichloromethane; at 0 ℃;
DOI:10.1039/a804125c

Reference yield:

: 31600-43-8
methyl 2-(benzyloxy)acetate

: 214333-85-4
(3S,4R)-4-((R)-3-Benzyloxy-1-methyl-2-oxo-propyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / LDA

2: 90 percent / K₂CO₂ / dimethylformamide / 1 h / 45 °C

3: Et₃N / dimethylformamide

4: 95 percent / HCO₂H, H₂ / 5percent Pd/C / ethyl acetate / 1 h / 1551.4 Torr / Ambient temperature

5: 85 percent / n-Bu₄NF / CH₂Cl₂ / 0 °C

With formic acid; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/a804125c

Reference yield:

: 214333-77-4
benzyl 4-(benzyloxy)-2-methyl-3-oxobutanoate

: 214333-85-4
(3S,4R)-4-((R)-3-Benzyloxy-1-methyl-2-oxo-propyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / K₂CO₂ / dimethylformamide / 1 h / 45 °C

2: Et₃N / dimethylformamide

3: 95 percent / HCO₂H, H₂ / 5percent Pd/C / ethyl acetate / 1 h / 1551.4 Torr / Ambient temperature

4: 85 percent / n-Bu₄NF / CH₂Cl₂ / 0 °C

With formic acid; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/a804125c