(2R,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid

Base Information

Chemical Name:(2R,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid
CAS No.:144775-26-8
Molecular Formula:C₁₈H₁₇NO₅
Molecular Weight:327.337
Hs Code.:

Synonyms:(2R,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid

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Chemical Property of (2R,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid

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Technology Process of (2R,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid

There total 13 articles about (2R,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid 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: 95.0%

: 148968-08-5
(+)-(3R,4R)-1-(p-anisyl)-3-benzyloxy-4-formyl-2-azetidinone

: 144775-26-8
(2R,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid

Guidance literature:: With Jones'; In acetone; at 0 ℃; for 0.166667h;
DOI:10.1016/0040-4020(96)00463-2

Reference yield:

: 19810-31-2
Benzyloxyacetyl chloride

: 144775-26-8
(2R,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

2: 97 percent / 3N HCl / methanol / 0.5 h / Heating

3: 78 percent / Pb(AcO)4 / benzene; methanol; H₂O / 1 h / Ambient temperature

4: 95 percent / Jones' / acetone / 0.17 h / 0 °C

With lead(IV) acetate; hydrogenchloride; triethylamine; In methanol; dichloromethane; water; acetone; benzene;
DOI:10.1016/0040-4020(96)00463-2

Reference yield:

: 149818-33-7
(+)-(3R,4S)-cis-3-benzyloxy-4-[(S)-1',2'-dihydroxyethyl]-1-(p-methoxyphenyl)-2-azetidinone

: 144775-26-8
(2R,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / aq. NaIO₄ / ethyl acetate / 4 h / 50 °C

2: KMnO₄

With potassium permanganate; sodium periodate; In ethyl acetate;
DOI:10.1021/jo00069a048