2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl ester

Base Information

Chemical Name:2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl ester
CAS No.:87996-82-5
Molecular Formula:C₁₅H₁₃Cl₃N₂O₃S
Molecular Weight:407.705
Hs Code.:

Synonyms:2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl ester

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Chemical Property of 2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl ester

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Technology Process of 2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl ester

There total 5 articles about 2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl 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: 52.0%

: 115-20-8
1,1,1-trichloroethanol

: 87996-80-3
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid

: 87996-82-5
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl ester

Guidance literature:: With N,N-diethyl-2-propynylamine; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1016/S0040-4020(01)92143-X

Reference yield:

: 69-57-8
Penicillin G sodium

: 87996-82-5
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1) NaIO₄ / 1) H₂O; 2) NEt₃, DMF, 20 deg C

2: 65 percent Chromat_. / MgSO₄, (CH₃O)3P / benzene / 40 h / Heating

3: 74 percent / KMnO₄, MgSO₄ / H₂O; ethanol / 15 - 20 °C

4: 1) Triton B / 1) DMF, CH₃OH, -30 deg C, 15 min; 0 deg C, 15 min; 2) DMF, 15 min, -30 deg C; 1 h, 0 deg C; 2 h, r. t.

5: 52 percent / N,N-(diethyl)-amino-1-propyne / CH₂Cl₂ / 2 h / Ambient temperature

With N,N-diethyl-2-propynylamine; potassium permanganate; sodium periodate; N-benzyl-trimethylammonium hydroxide; magnesium sulfate; phosphorous acid trimethyl ester; In ethanol; dichloromethane; water; benzene;
DOI:10.1016/S0040-4020(01)92143-X

Reference yield:

: 54275-92-2
6-β-phenylacetamidopenicillanic acid-(1S)-oxide

: 87996-82-5
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent Chromat_. / MgSO₄, (CH₃O)3P / benzene / 40 h / Heating

2: 74 percent / KMnO₄, MgSO₄ / H₂O; ethanol / 15 - 20 °C

3: 1) Triton B / 1) DMF, CH₃OH, -30 deg C, 15 min; 0 deg C, 15 min; 2) DMF, 15 min, -30 deg C; 1 h, 0 deg C; 2 h, r. t.

4: 52 percent / N,N-(diethyl)-amino-1-propyne / CH₂Cl₂ / 2 h / Ambient temperature

With N,N-diethyl-2-propynylamine; potassium permanganate; N-benzyl-trimethylammonium hydroxide; magnesium sulfate; phosphorous acid trimethyl ester; In ethanol; dichloromethane; water; benzene;
DOI:10.1016/S0040-4020(01)92143-X