diphenylmethyl (2S,3R,5R)-3-(hydroxyimino)methyl-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Base Information

Chemical Name:diphenylmethyl (2S,3R,5R)-3-(hydroxyimino)methyl-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate
CAS No.:188249-95-8
Molecular Formula:C₂₁H₂₀N₂O₆S
Molecular Weight:428.466
Hs Code.:

Synonyms:diphenylmethyl (2S,3R,5R)-3-(hydroxyimino)methyl-3-methyl-4,4,7-trioxo-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 diphenylmethyl (2S,3R,5R)-3-(hydroxyimino)methyl-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

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

There total 3 articles about diphenylmethyl (2S,3R,5R)-3-(hydroxyimino)methyl-3-methyl-4,4,7-trioxo-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: 35.0%

: 188249-92-5
diphenylmethyl (2S,3R,5R)-3-formyl-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

: 188249-95-8
diphenylmethyl (2S,3R,5R)-3-(hydroxyimino)methyl-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Guidance literature:: With pyridine; hydroxylamine hydrochloride; In ethanol; dichloromethane; at 20 ℃; for 5.5h;
DOI:10.1016/j.bmc.2005.02.020

Reference yield:

: 182750-64-7
benzhydryl 2β-(chloroacetoxy)methyl-1,1-dioxo-penicillanate

: 188249-95-8
diphenylmethyl (2S,3R,5R)-3-(hydroxyimino)methyl-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: thiourea / ethanol

2: 76 percent / pyridinium chlorochromate / CH₂Cl₂ / 23 h / 20 °C

3: 35 percent / pyridine; hydroxylamine hydrochloride / CH₂Cl₂; ethanol / 5.5 h / 20 °C

With pyridine; hydroxylamine hydrochloride; thiourea; pyridinium chlorochromate; In ethanol; dichloromethane;
DOI:10.1016/j.bmc.2005.02.020

Reference yield:

: 182750-65-8
benzhydryl 2β-hydroxymethyl-1,1-dioxopenicillanate

: 188249-95-8
diphenylmethyl (2S,3R,5R)-3-(hydroxyimino)methyl-3-methyl-4,4,7-trioxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / pyridinium chlorochromate / CH₂Cl₂ / 23 h / 20 °C

2: 35 percent / pyridine; hydroxylamine hydrochloride / CH₂Cl₂; ethanol / 5.5 h / 20 °C

With pyridine; hydroxylamine hydrochloride; pyridinium chlorochromate; In ethanol; dichloromethane;
DOI:10.1016/j.bmc.2005.02.020