4-Thia-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, 7-oxo-3-(phenylmethyl)-, 2-propenyl ester, (1R-cis)-

Base Information

Chemical Name:4-Thia-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, 7-oxo-3-(phenylmethyl)-, 2-propenyl ester, (1R-cis)-
CAS No.:87996-79-0
Molecular Formula:C₁₆H₁₆N₂O₃S
Molecular Weight:316.381
Hs Code.:
DSSTox Substance ID:DTXSID501109258

Synonyms:DTXSID501109258;4-Thia-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, 7-oxo-3-(phenylmethyl)-, 2-propenyl ester, (1R-cis)-;87996-79-0

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

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Chemical Property of 4-Thia-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, 7-oxo-3-(phenylmethyl)-, 2-propenyl ester, (1R-cis)-

Chemical Property:

XLogP3:2.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:316.08816355
Heavy Atom Count:22
Complexity:500

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C=CCOC(=O)CN1C2C(C1=O)N=C(S2)CC3=CC=CC=C3
Isomeric SMILES:C=CCOC(=O)CN1[C@H]2[C@@H](C1=O)N=C(S2)CC3=CC=CC=C3

Technology Process of 4-Thia-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, 7-oxo-3-(phenylmethyl)-, 2-propenyl ester, (1R-cis)-

There total 4 articles about 4-Thia-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, 7-oxo-3-(phenylmethyl)-, 2-propenyl ester, (1R-cis)- 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

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

: 87996-79-0
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-allyl acetate

Guidance literature:: With sodium hydride; Yield given. Multistep reaction; 1) DMF, 0 deg C; 2) DMF, 1 h, 0 deg C; 2 h, r. t.;
DOI:10.1016/S0040-4020(01)92143-X

Reference yield:

: 69-57-8
Penicillin G sodium

: 87996-79-0
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-allyl 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) NaH / 1) DMF, 0 deg C; 2) DMF, 1 h, 0 deg C; 2 h, r. t.

With potassium permanganate; sodium periodate; sodium hydride; 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

: 87996-79-0
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-allyl 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) NaH / 1) DMF, 0 deg C; 2) DMF, 1 h, 0 deg C; 2 h, r. t.

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