(+)-(3R,4S)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-3-phenoxy-1-(2-propen-yl)-2-azetidinone

Base Information

• Chemical Name: (+)-(3R,4S)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-3-phenoxy-1-(2-propen-yl)-2-azetidinone
• CAS No.: 214477-57-3
• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.358

Synonyms:(+)-(3R,4S)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-3-phenoxy-1-(2-propen-yl)-2-azetidinone

Chemical Property of (+)-(3R,4S)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-3-phenoxy-1-(2-propen-yl)-2-azetidinone

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Technology Process of (+)-(3R,4S)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-3-phenoxy-1-(2-propen-yl)-2-azetidinone

There total 4 articles about (+)-(3R,4S)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-3-phenoxy-1-(2-propen-yl)-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: 74.0%

N-(p-anisyl)-4-<(S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl>-methylene-imine (103239-04-9) + Phenoxyacetyl chloride (701-99-5) → (+)-(3R,4S)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-3-phenoxy-1-(2-propen-yl)-2-azetidinone (214477-57-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jo991641j

Reference yield: 74.0%

Phenoxyacetyl chloride (701-99-5) + Allyl-[1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-amine (358973-81-6) → (+)-(3R,4S)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-3-phenoxy-1-(2-propen-yl)-2-azetidinone (214477-57-3)

Guidance literature:

With triethylamine; In benzene; Ambient temperature;

DOI:10.1021/jo980114h

Reference yield: 74.0%

→ (+)-(3R,4S)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-3-phenoxy-1-(2-propen-yl)-2-azetidinone (214477-57-3)

Guidance literature:

With triethylamine;

DOI:10.1016/S0040-4039(99)01013-8

upstream raw materials:

Phenoxyacetyl chloride

Allyl-[1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-amine

N-(p-anisyl)-4-<(S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl>-methylene-imine

2,3-isopropylidene-glyceraldehyde

Downstream raw materials:

(3R,4S)-4-[(1S)-1,2-dihydroxyethyl]-3-phenoxy-1-allylazetidin-2-one

(+)-(3R,4S)-4-formyl-3-phenoxy-1-(2-propenyl)-2-azetidinone

(3R,6R,7R)-3-Allyl-5-hydroxy-7-phenoxy-4-oxa-1-aza-bicyclo[4.2.0]octan-8-one

[(2S,3R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-3-phenoxy-azetidin-1-yl]-acetaldehyde

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