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

Base Information

Chemical Name:((S)-1-{(2R,3S)-3-Benzyloxy-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-4-oxo-azetidin-2-yl}-ethyl)-carbamic acid tert-butyl ester
CAS No.:1053747-30-0
Molecular Formula:C₃₁H₄₆N₂O₅Si
Molecular Weight:554.802
Hs Code.:

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

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

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

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

: 19810-31-2
Benzyloxyacetyl chloride

: {(S)-2-[(E)-(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylimino]-1-methyl-ethyl}-carbamic acid tert-butyl ester

: 1053747-30-0
((S)-1-{(2R,3S)-3-Benzyloxy-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-4-oxo-azetidin-2-yl}-ethyl)-carbamic acid tert-butyl ester

Guidance literature:: With triethylamine; In dichloromethane; for 20h; -15 deg C to room temp.;
DOI:10.1016/S0040-4039(97)00956-8

Reference yield:

: 1053747-30-0
((S)-1-{(2R,3S)-3-Benzyloxy-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-4-oxo-azetidin-2-yl}-ethyl)-carbamic acid tert-butyl ester

: (2S,3R,5S)-3-((S)-1-Methoxycarbonyl-2-methyl-propylcarbamoyl)-2-methyl-5-phenyl-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: TBAF / tetrahydrofuran / 2 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 2 h / 0 °C

3: TFA / CH₂Cl₂ / 2 h / 0 °C

4: Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

5: CH₂Cl₂ / 20 h / Ambient temperature

6: H₂ / Pd/C / methanol / 20 h / 760 Torr / Ambient temperature

7: NaOCl, 2,2,6,6-tetramethylpiperidinyl-1-oxyl, KBr, NaHCO₃, KH₂PO₄-Na₂HPO₄ buffer / CH₂Cl₂ / 0.02 h / 0 °C

8: 84 percent / CH₂Cl₂ / 20 h / Ambient temperature

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; KH₂PO₄-Na₂HPO₄ buffer; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; potassium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(97)00956-8

Reference yield:

: 1053747-30-0
((S)-1-{(2R,3S)-3-Benzyloxy-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-ethyl]-4-oxo-azetidin-2-yl}-ethyl)-carbamic acid tert-butyl ester

: (2S,3R,5S)-3-((S)-1-Methoxycarbonyl-3-methyl-butylcarbamoyl)-2-methyl-5-phenyl-piperazine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: TBAF / tetrahydrofuran / 2 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 2 h / 0 °C

3: TFA / CH₂Cl₂ / 2 h / 0 °C

4: Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

5: CH₂Cl₂ / 20 h / Ambient temperature

6: H₂ / Pd/C / methanol / 20 h / 760 Torr / Ambient temperature

7: NaOCl, 2,2,6,6-tetramethylpiperidinyl-1-oxyl, KBr, NaHCO₃, KH₂PO₄-Na₂HPO₄ buffer / CH₂Cl₂ / 0.02 h / 0 °C

8: 80 percent / CH₂Cl₂ / 20 h / Ambient temperature

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; KH₂PO₄-Na₂HPO₄ buffer; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; potassium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(97)00956-8