Benzyl 4,4-dimethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Base Information

Chemical Name:Benzyl 4,4-dimethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
CAS No.:77150-70-0
Molecular Formula:C₁₆H₁₇NO₃
Molecular Weight:271.316
Hs Code.:
DSSTox Substance ID:DTXSID501143323

Synonyms:SCHEMBL11274646;DTXSID501143323;AKOS015907366;benzyl 4,4-dimethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate;77150-70-0;4,4-dimethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzyl ester;Phenylmethyl 4,4-dimethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Suppliers and Price of Benzyl 4,4-dimethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Supply Marketing:

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

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Chemical Property of Benzyl 4,4-dimethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Chemical Property:

XLogP3:2.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:271.12084340
Heavy Atom Count:20
Complexity:460

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1(C=C(N2C1CC2=O)C(=O)OCC3=CC=CC=C3)C

Technology Process of Benzyl 4,4-dimethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

There total 11 articles about Benzyl 4,4-dimethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 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: 82.0%

: 77150-75-5,80434-20-4,81845-13-8
(2R,3S,5S)-3-Methanesulfonyloxy-4,4-dimethyl-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester

: 77150-70-0
4,4-Dimethyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzyl ester

Guidance literature:: With 1,2,3,4,4a,5,6,7-octahydro-2,2,4a,7,7-pentametyl-1,8-naphthyridene; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4039(00)92857-0

Reference yield:

: 77150-72-2
[2-(1,1-Dimethyl-2-oxo-ethyl)-4-oxo-azetidin-1-yl]-acetic acid benzyl ester

: 77150-70-0
4,4-Dimethyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / Jones' reagent / 0 °C

2: oxalyl chloride, pyridine / benzene / from 0 deg C to room temperature

3: LiN(TMS)2 / tetrahydrofuran / 0.25 h / -78 °C

4: 98 percent / NaBH₄ / tetrahydrofuran; ethanol / -60 - -50 °C

5: N,N-diisopropylethylamine, 4-dimethylaminopyridine / CH₂Cl₂ / from -78 deg C to room temperature

6: 3,3,6,9,9-pentamethyl-2,10-diaza-bicyclo-<4.4.0>-1-decene / CH₂Cl₂ / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; jones' reagent; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; 1,2,3,4,4a,5,6,7-octahydro-2,2,4a,7,7-pentametyl-1,8-naphthyridene; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; benzene;
DOI:10.1016/S0040-4039(01)81973-0

Reference yield:

: 77150-75-5,80434-20-4,81845-13-8
(2S,3S,5R)-3-Methanesulfonyloxy-4,4-dimethyl-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester

: 77150-70-0
4,4-Dimethyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzyl ester

Guidance literature:: With 1,2,3,4,4a,5,6,7-octahydro-2,2,4a,7,7-pentametyl-1,8-naphthyridene; In dichloromethane; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(01)81973-0