[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((1R,3S)-3-methoxy-2-oxo-cyclohexyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid benzyl ester

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Chemical Name:[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((1R,3S)-3-methoxy-2-oxo-cyclohexyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid benzyl ester
CAS No.:181798-22-1
Molecular Formula:C₂₇H₃₉NO₇Si
Molecular Weight:517.695
Hs Code.:

Synonyms:[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((1R,3S)-3-methoxy-2-oxo-cyclohexyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid benzyl ester

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Chemical Property of [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((1R,3S)-3-methoxy-2-oxo-cyclohexyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid benzyl ester

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Technology Process of [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((1R,3S)-3-methoxy-2-oxo-cyclohexyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid benzyl ester

There total 6 articles about [(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((1R,3S)-3-methoxy-2-oxo-cyclohexyl)-4-oxo-azetidin-1-yl]-oxo-acetic 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: 97.0%

: 35249-73-1
benzyl chlorooxalate

: 135297-22-2
(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxy-ethyl>-4-<(2'S,6'S)-6'-methoxy-1-oxo-cyclohex-2'-yl>-azetidin-2-one

: 181798-22-1
[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((1R,3S)-3-methoxy-2-oxo-cyclohexyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid benzyl ester

Guidance literature:: With pyridine; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1021/ja962006n

Reference yield:

: 7429-44-9
2-methoxycyclohexanone

: 181798-22-1
[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((1R,3S)-3-methoxy-2-oxo-cyclohexyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH, KH / 1.) THF, reflux, 2.) THF, reflux, 12 h

2: 1.) NaH / 1.) THF, -20 deg C, 45 min, 2.) THF, -20 deg C, 2 h

3: 2,6-lutidine / CH₂Cl₂ / 0.5 h

4: 37 percent / palladium acetate, triphenylphosphine, formic acid / ethyl acetate / 2.5 h / Heating

5: 90 percent / tetrabutylammonium fluoride, acetic acid / tetrahydrofuran / 0.5 h

6: 97 percent / pyridine / CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; formic acid; tetrabutyl ammonium fluoride; palladium diacetate; potassium hydride; sodium hydride; acetic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ja962006n

Reference yield:

: 188396-09-0
3-Methoxy-2-oxo-cyclohexanecarboxylic acid allyl ester

: 181798-22-1
[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-((1R,3S)-3-methoxy-2-oxo-cyclohexyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) THF, -20 deg C, 45 min, 2.) THF, -20 deg C, 2 h

2: 2,6-lutidine / CH₂Cl₂ / 0.5 h

3: 37 percent / palladium acetate, triphenylphosphine, formic acid / ethyl acetate / 2.5 h / Heating

4: 90 percent / tetrabutylammonium fluoride, acetic acid / tetrahydrofuran / 0.5 h

5: 97 percent / pyridine / CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; formic acid; tetrabutyl ammonium fluoride; palladium diacetate; sodium hydride; acetic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ja962006n