allyl 2-[(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]azetidin-2-on-1-yl]-2-triphenylphosphoranylidene acetate

Base Information

Chemical Name:allyl 2-[(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]azetidin-2-on-1-yl]-2-triphenylphosphoranylidene acetate
CAS No.:186525-15-5
Molecular Formula:C₃₈H₃₆NO₆P
Molecular Weight:633.681
Hs Code.:

Synonyms:allyl 2-[(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]azetidin-2-on-1-yl]-2-triphenylphosphoranylidene acetate

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Chemical Property of allyl 2-[(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]azetidin-2-on-1-yl]-2-triphenylphosphoranylidene acetate

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Technology Process of allyl 2-[(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]azetidin-2-on-1-yl]-2-triphenylphosphoranylidene acetate

There total 5 articles about allyl 2-[(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]azetidin-2-on-1-yl]-2-triphenylphosphoranylidene acetate 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%

: 186525-28-0
allyl 2-[(3S,4R)-3-[(R)-1-t-butyldimethylsilyloxyethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]azetidin-2-on-1-yl]-2-triphenylphosphoranylidene acetate

: 186525-15-5
allyl 2-[(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]azetidin-2-on-1-yl]-2-triphenylphosphoranylidene acetate

Guidance literature:: With hydrogenchloride; water; In methanol; at 20 ℃; for 3h;
DOI:10.7164/antibiotics.49.1258

Reference yield:

: 64370-42-9
allyl 2-oxoacetate

: 186525-15-5
allyl 2-[(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]azetidin-2-on-1-yl]-2-triphenylphosphoranylidene acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / benzene / 16 h / 20 °C

2.1: thionyl chloride; 2,6-lutidine / tetrahydrofuran / 0.33 h / -10 °C

3.1: dioxane / 20 °C

3.2: 66 percent / 2,6-lutidine / dioxane / 3.5 h

4.1: 97 percent / hydrochloric acid; water / methanol / 3 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; thionyl chloride; water; In tetrahydrofuran; 1,4-dioxane; methanol; benzene; 1.1: Addition / 2.1: Substitution / 3.1: Alkylation / 3.2: Dehydrochlorination / 4.1: desilylation;
DOI:10.7164/antibiotics.49.1258

Reference yield:

: 186525-14-4
(3S,4R)-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]-2-azetidinone

: 186525-15-5
allyl 2-[(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[2-oxo-2-[(S)-2,3-dihydrobenzofuran-2-yl]ethyl]azetidin-2-on-1-yl]-2-triphenylphosphoranylidene acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / benzene / 16 h / 20 °C

2.1: thionyl chloride; 2,6-lutidine / tetrahydrofuran / 0.33 h / -10 °C

3.1: dioxane / 20 °C

3.2: 66 percent / 2,6-lutidine / dioxane / 3.5 h

4.1: 97 percent / hydrochloric acid; water / methanol / 3 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; thionyl chloride; water; In tetrahydrofuran; 1,4-dioxane; methanol; benzene; 1.1: Addition / 2.1: Substitution / 3.1: Alkylation / 3.2: Dehydrochlorination / 4.1: desilylation;
DOI:10.7164/antibiotics.49.1258