2-[2-(2-Benzyloxy-ethyl)-4-oxo-azetidin-1-yl]-2-hydroxy-malonic acid diethyl ester

Base Information

Chemical Name:2-[2-(2-Benzyloxy-ethyl)-4-oxo-azetidin-1-yl]-2-hydroxy-malonic acid diethyl ester
CAS No.:99606-36-7
Molecular Formula:C₁₉H₂₅NO₇
Molecular Weight:379.41
Hs Code.:

Synonyms:2-[2-(2-Benzyloxy-ethyl)-4-oxo-azetidin-1-yl]-2-hydroxy-malonic acid diethyl ester

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Chemical Property of 2-[2-(2-Benzyloxy-ethyl)-4-oxo-azetidin-1-yl]-2-hydroxy-malonic acid diethyl ester

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Technology Process of 2-[2-(2-Benzyloxy-ethyl)-4-oxo-azetidin-1-yl]-2-hydroxy-malonic acid diethyl ester

There total 7 articles about 2-[2-(2-Benzyloxy-ethyl)-4-oxo-azetidin-1-yl]-2-hydroxy-malonic acid diethyl ester 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: 45.0%

: 685-87-0
Diethyl 2-bromomalonate

: 99606-33-4
4-<2-(benzyloxy)ethyl>-N-hydroxy-2-azetidinone

: 99606-36-7
2-[2-(2-Benzyloxy-ethyl)-4-oxo-azetidin-1-yl]-2-hydroxy-malonic acid diethyl ester

Guidance literature:: With potassium hydroxide; In dimethyl sulfoxide; for 5h; Ambient temperature;
DOI:10.1021/jo00351a026

Reference yield: 35.0%

: 99606-35-6
4-<2-(benzyloxy)ethyl>-2-azetidinone

: 609-09-6
Diethyl ketomalonate

: 99606-36-7
2-[2-(2-Benzyloxy-ethyl)-4-oxo-azetidin-1-yl]-2-hydroxy-malonic acid diethyl ester

Guidance literature:: In toluene; for 2h; Heating;
DOI:10.1021/jo00351a026

Reference yield:

: 99617-58-0
3-hydroxy-5-(benzyloxy)pentanoic cid

: 99606-36-7
2-[2-(2-Benzyloxy-ethyl)-4-oxo-azetidin-1-yl]-2-hydroxy-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiiimide / tetrahydrofuran; H₂O / 1 h / Ambient temperature

2: Ph₃P, diethylazodicarboxylate / tetrahydrofuran / 16 h / Ambient temperature

3: 93 percent / quinoline, H₂ / 5percent Pd/C / ethanol / 1 h / 760 Torr / Ambient temperature

4: 45 percent / KOH / dimethylsulfoxide / 5 h / Ambient temperature

With quinoline; potassium hydroxide; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide;
DOI:10.1021/jo00351a026