(3R,4S)-1-(3-butynyl)-4-[(R)-1-hydroxy-2-methylidene-3-oxo-butyl]-3-phenoxy-2-azetidinone

Base Information

Chemical Name:(3R,4S)-1-(3-butynyl)-4-[(R)-1-hydroxy-2-methylidene-3-oxo-butyl]-3-phenoxy-2-azetidinone
CAS No.:251480-06-5
Molecular Formula:C₁₈H₁₉NO₄
Molecular Weight:313.353
Hs Code.:

Synonyms:(3R,4S)-1-(3-butynyl)-4-[(R)-1-hydroxy-2-methylidene-3-oxo-butyl]-3-phenoxy-2-azetidinone

Suppliers and Price of (3R,4S)-1-(3-butynyl)-4-[(R)-1-hydroxy-2-methylidene-3-oxo-butyl]-3-phenoxy-2-azetidinone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3R,4S)-1-(3-butynyl)-4-[(R)-1-hydroxy-2-methylidene-3-oxo-butyl]-3-phenoxy-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,4S)-1-(3-butynyl)-4-[(R)-1-hydroxy-2-methylidene-3-oxo-butyl]-3-phenoxy-2-azetidinone

There total 5 articles about (3R,4S)-1-(3-butynyl)-4-[(R)-1-hydroxy-2-methylidene-3-oxo-butyl]-3-phenoxy-2-azetidinone 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: 67.0%

: 78-94-4,25038-87-3
methyl vinyl ketone

: 251480-03-2
(+)-(2R,3R)-1-(3-butynyl)-3-phenoxy-4-oxoazetidine-2-carbaldehyde

: 251480-06-5
(3R,4S)-1-(3-butynyl)-4-[(R)-1-hydroxy-2-methylidene-3-oxo-butyl]-3-phenoxy-2-azetidinone

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; In acetonitrile; at -20 ℃;
DOI:10.1039/a905017e

Reference yield:

: 701-99-5
Phenoxyacetyl chloride

: 251480-06-5
(3R,4S)-1-(3-butynyl)-4-[(R)-1-hydroxy-2-methylidene-3-oxo-butyl]-3-phenoxy-2-azetidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / triethylamine / CH₂Cl₂ / 16 h / 20 °C

2: p-TsOH*H₂O / tetrahydrofuran / 2 h / Heating

3: 0.70 g / sodium periodate; sodium hydrogen carbonate / CH₂Cl₂ / 2 h / 20 °C

4: 67 percent / DABCO / acetonitrile / 24 h / -20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; sodium periodate; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Staudinger reaction / 4: Baylis-Hillman reaction;
DOI:10.1021/jo005715z

Reference yield:

: But-3-ynyl-[1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-meth-(Z)-ylidene]-amine

: 251480-06-5
(3R,4S)-1-(3-butynyl)-4-[(R)-1-hydroxy-2-methylidene-3-oxo-butyl]-3-phenoxy-2-azetidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / triethylamine / CH₂Cl₂ / 16 h / 20 °C

2: p-TsOH*H₂O / tetrahydrofuran / 2 h / Heating

3: 0.70 g / sodium periodate; sodium hydrogen carbonate / CH₂Cl₂ / 2 h / 20 °C

4: 67 percent / DABCO / acetonitrile / 24 h / -20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; sodium periodate; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Staudinger reaction / 4: Baylis-Hillman reaction;
DOI:10.1021/jo005715z