(6R)-3-((Ξ)-1-hydroxy-ethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (6R)-3-((Ξ)-1-hydroxy-ethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester
• CAS No.: 55243-96-4
• Molecular Formula: C₂₈H₂₆N₂O₅S₂
• Molecular Weight: 534.657

Synonyms:

Chemical Property of (6R)-3-((Ξ)-1-hydroxy-ethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (6R)-3-((Ξ)-1-hydroxy-ethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester

There total 4 articles about (6R)-3-((Ξ)-1-hydroxy-ethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester 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:

methyl magnesium iodide (917-64-6) + diphenylmethyl 7-(2-thienylacetamido)-3-(1-iodomagnesium oxyethyl)-2-cephem-4-carboxylate + benzhydryl 3-formyl-7β-(thiophen-2-yl-acetamido)-ceph-2-em-4-carboxylate (49769-49-5,55331-32-3) → (6R)-3-((Ξ)-1-hydroxy-ethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester (55243-95-3,55243-96-4,61248-28-0,63179-64-6,63179-70-4)

Guidance literature:

With ammonium chloride; In tetrahydrofuran; toluene;

Reference yield:

toluene-ethyl acetate + methylmagnesium bromine + benzhydryl 3-formyl-7β-(thiophen-2-yl-acetamido)-ceph-2-em-4-carboxylate (49769-49-5,55331-32-3) → (6R)-3-((Ξ)-1-hydroxy-ethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester (55243-95-3,55243-96-4,61248-28-0,63179-64-6,63179-70-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; diethyl ether;

Reference yield:

methylmagnesium bromide (75-16-1) + (6R)-3-formyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid benzhydryl ester (55331-32-3) → (6R)-3-((S)-1-hydroxy-ethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid benzhydryl ester (55243-96-4) + (6R)-3-((R)-1-hydroxy-ethyl)-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid benzhydryl ester (55243-95-3)

Guidance literature:

DOI:10.1039/c39740001012

upstream raw materials:

benzhydryl 3-formyl-7β-(thiophen-2-yl-acetamido)-ceph-2-em-4-carboxylate

methyl magnesium iodide

methylmagnesium bromide

(6R)-3-formyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid benzhydryl ester

Downstream raw materials:

(6R)-3-acetyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester

(6R)-3-acetyl-7t-amino-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester

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