(3R,4S)-4-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-3-phenoxy-azetidin-2-one

Base Information

Chemical Name:(3R,4S)-4-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-3-phenoxy-azetidin-2-one
CAS No.:663619-23-6
Molecular Formula:C₂₂H₂₅NO₄Si
Molecular Weight:395.53
Hs Code.:

Synonyms:(3R,4S)-4-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-3-phenoxy-azetidin-2-one

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Chemical Property of (3R,4S)-4-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-3-phenoxy-azetidin-2-one

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Technology Process of (3R,4S)-4-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-3-phenoxy-azetidin-2-one

There total 1 articles about (3R,4S)-4-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-3-phenoxy-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: 81.0%

: 148968-09-6
(+)-(3R,4S)-1-(p-methoxyphenyl)-3-phenoxy-4-oxoazetidine-2-carbaldehyde

: 1066-54-2
trimethylsilylacetylene

: 663619-23-6
(3R,4S)-4-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-3-phenoxy-azetidin-2-one

Guidance literature:: trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(+)-(3R,4S)-1-(p-methoxyphenyl)-3-phenoxy-4-oxoazetidine-2-carbaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 4h;
DOI:10.1021/jo035623k

Reference yield: 100.0%

: 124-63-0
methanesulfonyl chloride

: 663619-23-6
(3R,4S)-4-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-3-phenoxy-azetidin-2-one

: 663619-32-7
Methanesulfonic acid (R)-1-[(2R,3R)-1-(4-methoxy-phenyl)-4-oxo-3-phenoxy-azetidin-2-yl]-3-trimethylsilanyl-prop-2-ynyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo035623k

Reference yield:

: 663619-23-6
(3R,4S)-4-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-(4-methoxy-phenyl)-3-phenoxy-azetidin-2-one

: (3R,4S,5S)-5-Ethynyl-4-(4-methoxy-phenylamino)-3-phenoxy-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

2: 87 percent / NaN₃ / dimethylformamide / 20 °C

3: CH₂Cl₂ / 3 h / 20 °C

4: NaOCH₃; CH₃OH / 2 h / 20 °C

With methanol; sodium azide; sodium methylate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo035623k