Dibenzyl (6RS,7RS)-8-Oxo-7-(phenylacetamido)-4-thia-1-azabicyclo<4.2.0>octane-2,3-dicarboxylate

Base Information

Chemical Name:Dibenzyl (6RS,7RS)-8-Oxo-7-(phenylacetamido)-4-thia-1-azabicyclo<4.2.0>octane-2,3-dicarboxylate
CAS No.:145235-55-8
Molecular Formula:C₃₀H₂₈N₂O₆S
Molecular Weight:544.628
Hs Code.:

Synonyms:Dibenzyl (6RS,7RS)-8-Oxo-7-(phenylacetamido)-4-thia-1-azabicyclo<4.2.0>octane-2,3-dicarboxylate

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Chemical Property of Dibenzyl (6RS,7RS)-8-Oxo-7-(phenylacetamido)-4-thia-1-azabicyclo<4.2.0>octane-2,3-dicarboxylate

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Technology Process of Dibenzyl (6RS,7RS)-8-Oxo-7-(phenylacetamido)-4-thia-1-azabicyclo<4.2.0>octane-2,3-dicarboxylate

There total 2 articles about Dibenzyl (6RS,7RS)-8-Oxo-7-(phenylacetamido)-4-thia-1-azabicyclo<4.2.0>octane-2,3-dicarboxylate 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: 60.0%

: 145235-54-7
Dibenzyl 2,3-Dibromosuccinate

: 145235-52-5
S- (Phenyl)thioacetate

: 145235-55-8
Dibenzyl (6RS,7RS)-8-Oxo-7-(phenylacetamido)-4-thia-1-azabicyclo<4.2.0>octane-2,3-dicarboxylate

Guidance literature:: With piperidine; In N,N-dimethyl-formamide; at 80 ℃; for 3.5h;
DOI:10.1002/hlca.19920750610

Reference yield:

: 145235-51-4
S- (Phenyl)thioacetate

: 145235-55-8
Dibenzyl (6RS,7RS)-8-Oxo-7-(phenylacetamido)-4-thia-1-azabicyclo<4.2.0>octane-2,3-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / KClO₄, CF₃COOH / 1 h / 25 °C

2: 60 percent / piperidine / dimethylformamide / 3.5 h / 80 °C

With piperidine; potassium perchlorate; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1002/hlca.19920750610

Reference yield:

: 145235-55-8
Dibenzyl (6RS,7RS)-8-Oxo-7-(phenylacetamido)-4-thia-1-azabicyclo<4.2.0>octane-2,3-dicarboxylate

: 145235-57-0
(6RS,7RS)-8-Oxo-7-(phenylacetamido)-4-thia-1-azabicyclo<4.2.0>oct-2-ene-2,3-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 3-chloroperbenzoic acid / CH₂Cl₂ / 1) 0 deg C, 1h, 2) 25 deg C, 30 min

2: 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU), AcCl / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) reflux, 2 h

3: 25 percent / H₂ / PdCl₂ / ethyl acetate / 4 h / 25 °C / 2068.6 Torr

With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; palladium dichloride; In dichloromethane; ethyl acetate;
DOI:10.1002/hlca.19920750610