(3R,4R)-4-(Benzoyloxy)-3alpha-[(R)-1-hydroxyethyl]azetidin-2-one

Base Information

Chemical Name:(3R,4R)-4-(Benzoyloxy)-3alpha-[(R)-1-hydroxyethyl]azetidin-2-one
CAS No.:94944-11-3
Molecular Formula:C₁₂H₁₃NO₄
Molecular Weight:235.24
Hs Code.:
DSSTox Substance ID:DTXSID101183951
Nikkaji Number:J888.066B

Synonyms:SCHEMBL9432449;DTXSID101183951;(3R,4R)-4-(Benzoyloxy)-3alpha-[(R)-1-hydroxyethyl]azetidin-2-one;AKOS004906857;94944-11-3;(3R,4R)-4-(Benzoyloxy)-3-[(1R)-1-hydroxyethyl]-2-azetidinone

Suppliers and Price of (3R,4R)-4-(Benzoyloxy)-3alpha-[(R)-1-hydroxyethyl]azetidin-2-one

Supply Marketing:

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

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Chemical Property of (3R,4R)-4-(Benzoyloxy)-3alpha-[(R)-1-hydroxyethyl]azetidin-2-one

Chemical Property:

XLogP3:1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:235.08445790
Heavy Atom Count:17
Complexity:312

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C1C(NC1=O)OC(=O)C2=CC=CC=C2)O
Isomeric SMILES:C[C@H]([C@@H]1[C@H](NC1=O)OC(=O)C2=CC=CC=C2)O

Technology Process of (3R,4R)-4-(Benzoyloxy)-3alpha-[(R)-1-hydroxyethyl]azetidin-2-one

There total 11 articles about (3R,4R)-4-(Benzoyloxy)-3alpha-[(R)-1-hydroxyethyl]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: 68.0%

: 104401-70-9
(3S,4S)-4-benzoyl-3-<1-(R)-hydroxyethyl>-2-azetidinone

: 94944-11-3
(3R,4R)-4-benzoyloxy-3-<1-(R)-hydroxyethyl>-2-azetidinone

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Ambient temperature;
DOI:10.1016/0040-4039(88)85207-9

Reference yield:

: 94944-07-7
(3S,4S,1'R) N-p-methoxyphenyl-3-(1'-hydroxyethyl)-4-benzoylazetidin-2-one

: 94944-11-3
(3R,4R)-4-benzoyloxy-3-<1-(R)-hydroxyethyl>-2-azetidinone

Guidance literature:: Multistep reaction; 1) de-N-protection; 2) Baeyer-Villiger oxidation;
DOI:10.1021/ja00291a069

Reference yield:

: 23934-75-0
2-(benzhydrylamino)-1-phenyl-1-ethanone

: 94944-11-3
(3R,4R)-4-benzoyloxy-3-<1-(R)-hydroxyethyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / tetrahydrofuran / 3 h / -5 - 20 °C

2: potassium carbonate / dimethylformamide / 18 h / 100 °C

3: N-bromosuccinimide; Br₂ / CH₂Cl₂; H₂O / 20 °C / Irradiation

4: p-toluenesulfonic acid / acetone; H₂O

5: m-chloroperbenzoic acid / CH₂Cl₂ / 18 h / 20 °C

With pyridine; N-Bromosuccinimide; bromine; potassium carbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; 5: Baeyer-Villiger oxidation;
DOI:10.1002/ejoc.200600235