2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-methyl acetate

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>-methyl acetate
CAS No.:76227-77-5
Molecular Formula:C₁₄H₁₄N₂O₃S
Molecular Weight:290.343
Hs Code.:

Synonyms:2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-methyl acetate

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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>-methyl acetate

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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>-methyl acetate

There total 4 articles about 2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-methyl acetate 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: 73.0%

: 96-32-2
bromoacetic acid methyl ester

: 34103-69-0
(1E,5R)-3-Phenylmethyl-4-thia-2,6-diazabicyclo[3.2.0]hept-2-en-7-one

: 76227-77-5
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-methyl acetate

Guidance literature:: With N-benzyl-trimethylammonium hydroxide; In N,N-dimethyl-formamide; at -30 - -20 ℃;
DOI:10.1016/S0040-4039(00)77414-4

Reference yield:

: 69-57-8
Penicillin G sodium

: 76227-77-5
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-methyl acetate

Guidance literature:: Multi-step reaction with 4 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.

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

Reference yield:

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

: 76227-77-5
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-methyl acetate

Guidance literature:: Multi-step reaction with 3 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.

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