(5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl ester

Base Information

Chemical Name:(5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl ester
CAS No.:103733-24-0
Molecular Formula:C₁₅H₁₄N₂O₆
Molecular Weight:318.286
Hs Code.:

Synonyms:(5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl ester

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

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Chemical Property of (5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl ester

There total 9 articles about (5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl 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: 91.0%

: 83997-55-1
(3R,4R)-3-ethyl-4-<3-diazo-2-oxo-3-<<(p-nitrobenzyl)oxy>carbonyl>propyl>-2-azetidinone

: 103733-24-0
(5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl ester

Guidance literature:: rhodium(II) acetate; In 1,2-dichloro-ethane; Heating;
DOI:10.1016/S0040-4039(00)87545-0

Reference yield:

: 83934-91-2,83934-95-6
4-[2-(acetyloxy)ethyl]-3-ethyl-2-azetidinone

: 103733-24-0
(5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / K₂CO₃ / methanol / Ambient temperature

2: TsOH / toluene / 18 h / Ambient temperature

3: 1N potassium ter-amylate

4: 10percent AcOH / 3 h / 70 °C

5: KMnO₄ / H₂O / Ambient temperature

6: 1.) N,N'-carbonyldiimidazole / 1.) THF, r.t., 2 h 2.)THF, r.t. 19 h

7: 90 percent / Et₃N / acetonitrile / Ambient temperature

8: 91 percent / rhodium acetate / 1,2-dichloro-ethane / Heating

With potassium permanganate; potassium 2-methylbutan-2-olate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; 1,1'-carbonyldiimidazole; rhodium(II) acetate; In methanol; water; 1,2-dichloro-ethane; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)87545-0

Reference yield:

: 83997-54-0
trans(+/-)-3-ethyl-4,β-dioxo-2-azetidinbutanoic acid, (4-nitrophenyl)methyl ester

: 103733-24-0
(5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / Et₃N / acetonitrile / Ambient temperature

2: 91 percent / rhodium acetate / 1,2-dichloro-ethane / Heating

With triethylamine; rhodium(II) acetate; In 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/S0040-4039(00)87545-0