4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(aminophenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]- 8-oxo-, monohydrochloride

Base Information

Chemical Name:4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(aminophenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]- 8-oxo-, monohydrochloride
CAS No.:62802-17-9
Molecular Formula:C₁₈H₁₉N₇O₅S*ClH
Molecular Weight:481.92
Hs Code.:

4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,
7-[(aminophenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-
8-oxo-, monohydrochloride

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Chemical Property of 4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(aminophenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]- 8-oxo-, monohydrochloride

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Technology Process of 4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(aminophenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]- 8-oxo-, monohydrochloride

There total 5 articles about 4-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(aminophenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]- 8-oxo-, monohydrochloride 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: 67.0%

: (6S,7S)-7-(2-Azido-2-phenyl-acetylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

: 62802-17-9,80489-32-3
(6S,7S)-7-(2-Amino-2-phenyl-acetylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; hydrochloride

Guidance literature:: With hydrogenchloride; hydrogen; palladium dihydroxide; In ethyl acetate; butan-1-ol; for 4h; under 2280 Torr;
DOI:10.1139/v80-402

Reference yield:

: 29289-35-8,3380-95-8
2-azido-2-phenylacetic acid

: 62802-17-9,80489-32-3
(6S,7S)-7-(2-Amino-2-phenyl-acetylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; hydrochloride

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / EEDQ / CH₂Cl₂ / 16 h / 23 °C

2: 67 percent / hydrogen, aq. HCl / 20percent Pd(OH)2/C / ethyl acetate; butan-1-ol / 4 h / 2280 Torr

With hydrogenchloride; hydrogen; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; palladium dihydroxide; In dichloromethane; ethyl acetate; butan-1-ol;
DOI:10.1139/v80-402

Reference yield:

: (E)-2-((2S,3S)-3-Azido-2-methanesulfonyloxymethyl-4-oxo-azetidin-1-yl)-3,4-dibromo-but-2-enoic acid 4-nitro-benzyl ester

: 62802-17-9,80489-32-3
(6S,7S)-7-(2-Amino-2-phenyl-acetylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N, 2.) potassium acetate / 1.) CH₂Cl₂, 23 deg C, 30 min, 2.) DMF, 23 deg C, 18 h

2: 86 percent / triethylamine, H₂S / CH₂Cl₂ / 1.5 h / 0 °C

3: 93 percent / EEDQ / CH₂Cl₂ / 16 h / 23 °C

4: 67 percent / hydrogen, aq. HCl / 20percent Pd(OH)2/C / ethyl acetate; butan-1-ol / 4 h / 2280 Torr

With hydrogenchloride; hydrogen sulfide; hydrogen; potassium acetate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; palladium dihydroxide; In dichloromethane; ethyl acetate; butan-1-ol;
DOI:10.1139/v80-402