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

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>-mono-allyl malonate
CAS No.:87996-83-6
Molecular Formula:C₁₇H₁₆N₂O₅S
Molecular Weight:360.39
Hs Code.:

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

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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>-mono-allyl malonate

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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>-mono-allyl malonate

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

: 40630-84-0
allyl bromoacetate

: 87996-83-6
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-mono-allyl malonate

Guidance literature:: Multi-step reaction with 2 steps

1: 1) NaH / 1) DMF, 0 deg C; 2) DMF, 1 h, 0 deg C; 2 h, r. t.

2: 1) lithium hexamethyldisilazide-ether 1:1 complex / 1) THF, -60 deg C, 30 min; 2) -60 deg C, 30 min, without cooling, 1 h

With sodium hydride; lithium hexamethyldisilazane;
DOI:10.1016/S0040-4020(01)92143-X

Reference yield:

: 69-57-8
Penicillin G sodium

: 87996-83-6
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-mono-allyl malonate

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) NaH / 1) DMF, 0 deg C; 2) DMF, 1 h, 0 deg C; 2 h, r. t.

5: 1) lithium hexamethyldisilazide-ether 1:1 complex / 1) THF, -60 deg C, 30 min; 2) -60 deg C, 30 min, without cooling, 1 h

With potassium permanganate; sodium periodate; sodium hydride; magnesium sulfate; lithium hexamethyldisilazane; 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

: 87996-83-6
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-mono-allyl malonate

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) NaH / 1) DMF, 0 deg C; 2) DMF, 1 h, 0 deg C; 2 h, r. t.

4: 1) lithium hexamethyldisilazide-ether 1:1 complex / 1) THF, -60 deg C, 30 min; 2) -60 deg C, 30 min, without cooling, 1 h

With potassium permanganate; sodium hydride; magnesium sulfate; lithium hexamethyldisilazane; phosphorous acid trimethyl ester; In ethanol; water; benzene;
DOI:10.1016/S0040-4020(01)92143-X