benzyl (2S,5S,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Base Information

Chemical Name:benzyl (2S,5S,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
CAS No.:1316164-12-1
Molecular Formula:C₁₅H₁₈N₂O₃S
Molecular Weight:306.386
Hs Code.:

Synonyms:benzyl (2S,5S,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

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Chemical Property of benzyl (2S,5S,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

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Technology Process of benzyl (2S,5S,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

There total 3 articles about benzyl (2S,5S,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 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:

: 1316164-03-0
2-[(2S,5S,6R)-2-(benzyloxycarbonyl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-6-ylcarbamoyl]benzoic acid

: 1316164-12-1
benzyl (2S,5S,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 20 °C

2: methylhydrazine / tetrahydrofuran / 0.33 h / -20 °C

With dicyclohexyl-carbodiimide; methylhydrazine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201100148

Reference yield:

: 59034-30-9
benzyl (-)-(2S,5S,6R)-3,3-dimethyl-7-oxo-6-phthalimido-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

: 1316164-12-1
benzyl (2S,5S,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium sulfide nonahydrate / tetrahydrofuran; water / 0.25 h / 0 - 5 °C

2: dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 20 °C

3: methylhydrazine / tetrahydrofuran / 0.33 h / -20 °C

With sodium sulfide nonahydrate; dicyclohexyl-carbodiimide; methylhydrazine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/ejoc.201100148

Reference yield:

: C₂₃H₂₀Cl₂N₂O₅S

: 1316164-12-1
benzyl (2S,5S,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: tin(ll) chloride / tetrahydrofuran / 3 h / 20 °C

2: sodium sulfide nonahydrate / tetrahydrofuran; water / 0.25 h / 0 - 5 °C

3: dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 20 °C

4: methylhydrazine / tetrahydrofuran / 0.33 h / -20 °C

With sodium sulfide nonahydrate; dicyclohexyl-carbodiimide; methylhydrazine; tin(ll) chloride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/ejoc.201100148