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

Base Information

Chemical Name:benzhydryl (2S,3R,5R)-3-hydroxymethyl-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate
CAS No.:162514-96-7
Molecular Formula:C₂₁H₂₁NO₄S
Molecular Weight:383.468
Hs Code.:

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

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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

There total 4 articles about benzhydryl (2S,3R,5R)-3-hydroxymethyl-3-methyl-7-oxo-4-thia-1-aza-bicyclo[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:

: 551-16-6
6-Aminopenicillanic Acid

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 5350-57-2
benzophenone hydrazone

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 100349-41-5
(2S,4S,5R,6S)-6-bromo-3,3-dimethyl-4,7-dioxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylic acid benzhydryl ester

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

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / PBu₃ / methanol / 0.75 h / Ambient temperature

2: 84.2 percent / Heating

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

With pyridine; tributylphosphine; silver(I) acetate; thiourea; In methanol;
DOI:10.1021/jm9601967