diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Base Information

Chemical Name:diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
CAS No.:162514-95-6
Molecular Formula:C₂₁H₁₉NO₄S
Molecular Weight:381.452
Hs Code.:

Synonyms:diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Suppliers and Price of diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

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

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Total 3 raw suppliers

Chemical Property of diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Chemical Property:

Purity/Quality:: 95% ^*data from raw suppliers

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Technology Process of diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

There total 7 articles about diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-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:

: 79-37-8
oxalyl dichloride

: 162514-96-7
benzhydryl (2S,3R,5R)-3-hydroxymethyl-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

: 162514-95-6
diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Guidance literature:: With hydrogenchloride; triethylamine; In dichloromethane; dimethyl sulfoxide;

Reference yield:

: 551-16-6
6-Aminopenicillanic Acid

: 162514-95-6
diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaNO₂, H⁺, KBr, 2.) CH₃CO₃H

2: 90 percent / PBu₃ / methanol / 0.75 h / Ambient temperature

3: 84.2 percent / Heating

4: 1.) AcOAg, 2.) thiourea, pyridine / 1.) CH₂Cl₂, 6 h, 2.) DMF, from 0 deg C to RT

5: 1.) oxalyl chloride, DMSO, 2.) TEA / 1.) CH₂Cl₂, -70 deg C, 3 h, 2.) CH₂Cl₂, from -70 deg C to -10 deg C, 20 min

With pyridine; peracetic acid; oxalyl dichloride; tributylphosphine; TEA; silver(I) acetate; hydrogen cation; dimethyl sulfoxide; thiourea; potassium bromide; sodium nitrite; In methanol;
DOI:10.1021/jm9601967

Reference yield:

: 5350-57-2
benzophenone hydrazone

: 162514-95-6
diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaNO₂, H⁺, KBr, 2.) CH₃CO₃H

2: 90 percent / PBu₃ / methanol / 0.75 h / Ambient temperature

3: 84.2 percent / Heating

4: 1.) AcOAg, 2.) thiourea, pyridine / 1.) CH₂Cl₂, 6 h, 2.) DMF, from 0 deg C to RT

5: 1.) oxalyl chloride, DMSO, 2.) TEA / 1.) CH₂Cl₂, -70 deg C, 3 h, 2.) CH₂Cl₂, from -70 deg C to -10 deg C, 20 min

With pyridine; peracetic acid; oxalyl dichloride; tributylphosphine; TEA; silver(I) acetate; hydrogen cation; dimethyl sulfoxide; thiourea; potassium bromide; sodium nitrite; In methanol;
DOI:10.1021/jm9601967