2-Azetidinecarboxaldehyde, 4-oxo-3-phenoxy-1-(2-propenyl)-, (2R,3R)-

Base Information

Chemical Name:2-Azetidinecarboxaldehyde, 4-oxo-3-phenoxy-1-(2-propenyl)-, (2R,3R)-
CAS No.:201748-24-5
Molecular Formula:C13H13NO3
Molecular Weight:231.251
Hs Code.:
DSSTox Substance ID:DTXSID50473169
Nikkaji Number:J1.134.265E
Wikidata:Q82302368

Synonyms:2-Azetidinecarboxaldehyde, 4-oxo-3-phenoxy-1-(2-propenyl)-, (2R,3R)-;201748-24-5;DTXSID50473169

Suppliers and Price of 2-Azetidinecarboxaldehyde, 4-oxo-3-phenoxy-1-(2-propenyl)-, (2R,3R)-

Supply Marketing:

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

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Chemical Property of 2-Azetidinecarboxaldehyde, 4-oxo-3-phenoxy-1-(2-propenyl)-, (2R,3R)-

Chemical Property:

XLogP3:1.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:231.08954328
Heavy Atom Count:17
Complexity:310

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C=CCN1C(C(C1=O)OC2=CC=CC=C2)C=O
Isomeric SMILES:C=CCN1[C@H]([C@H](C1=O)OC2=CC=CC=C2)C=O

Technology Process of 2-Azetidinecarboxaldehyde, 4-oxo-3-phenoxy-1-(2-propenyl)-, (2R,3R)-

There total 7 articles about 2-Azetidinecarboxaldehyde, 4-oxo-3-phenoxy-1-(2-propenyl)-, (2R,3R)- 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: 98.0%

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

: (3R,4S)-1-Allyl-4-hydroxymethyl-3-phenoxy-azetidin-2-one

: 201748-24-5
(+)-(3R,4S)-4-formyl-3-phenoxy-1-(2-propenyl)-2-azetidinone

Guidance literature:: (+)-(3R,4S)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-3-phenoxy-1-(2-propen-yl)-2-azetidinone; With toluene-4-sulfonic acid; In tetrahydrofuran; water; Heating;

(3R,4S)-1-Allyl-4-hydroxymethyl-3-phenoxy-azetidin-2-one; With sodium periodate; sodium hydrogencarbonate; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(99)01013-8

Reference yield:

: 214477-58-4
(3R,4S)-4-[(1S)-1,2-dihydroxyethyl]-3-phenoxy-1-allylazetidin-2-one

: 201748-24-5
(+)-(3R,4S)-4-formyl-3-phenoxy-1-(2-propenyl)-2-azetidinone

Guidance literature:: With sodium periodate; In methanol; water; Yield given; <20 deg C;
DOI:10.1021/jo980114h

Reference yield:

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

: 201748-24-5
(+)-(3R,4S)-4-formyl-3-phenoxy-1-(2-propenyl)-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

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

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

With sodium periodate; sodium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo005715z