4-Benzyloxy-2-{(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-3-oxo-butyric acid benzyl ester

Base Information

• Chemical Name: 4-Benzyloxy-2-{(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-3-oxo-butyric acid benzyl ester
• CAS No.: 214333-80-9
• Molecular Formula: C₃₀H₄₁NO₆Si
• Molecular Weight: 539.744
• Mol file: 214333-80-9.mol

Synonyms:4-Benzyloxy-2-{(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-3-oxo-butyric acid benzyl ester

Chemical Property of 4-Benzyloxy-2-{(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-3-oxo-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Benzyloxy-2-{(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-3-oxo-butyric acid benzyl ester

There total 2 articles about 4-Benzyloxy-2-{(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-3-oxo-butyric acid benzyl ester 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:

benzyl proprionate (122-63-4) → 4-Benzyloxy-2-{(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-3-oxo-butyric acid benzyl ester (214333-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / LDA

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

With potassium carbonate; lithium diisopropyl amide; In N,N-dimethyl-formamide;

DOI:10.1039/a804125c

Reference yield:

methyl 2-(benzyloxy)acetate (31600-43-8) → 4-Benzyloxy-2-{(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-3-oxo-butyric acid benzyl ester (214333-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / LDA

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

With potassium carbonate; lithium diisopropyl amide; In N,N-dimethyl-formamide;

DOI:10.1039/a804125c

Reference yield:

4-Benzyloxy-2-{(2S,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-3-oxo-butyric acid benzyl ester (214333-80-9) → (E)-(S)-6-Benzyloxy-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-5-oxo-hex-3-enoic acid amide

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / dimethylformamide

2: 95 percent / HCO₂H, H₂ / 5percent Pd/C / ethyl acetate / 1 h / 1551.4 Torr / Ambient temperature

3: 10 percent / n-Bu₄NF / CH₂Cl₂ / 0 °C

With formic acid; tetrabutyl ammonium fluoride; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/a804125c

upstream raw materials:

methyl 2-(benzyloxy)acetate

benzyl proprionate

Downstream raw materials:

4-Benzyloxy-2-{(2S,3S)-1-(tert-butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-3-oxo-butyric acid benzyl ester

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

(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