benzene-1,2,4-tricarboxylic acid 4<(6R-trans)-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methyl> ester

Base Information

• Chemical Name: benzene-1,2,4-tricarboxylic acid 4<(6R-trans)-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methyl> ester
• CAS No.: 151630-73-8
• Molecular Formula: C₃₈H₃₀N₂O₁₁S
• Molecular Weight: 722.729
• Mol file: 151630-73-8.mol

Synonyms:benzene-1,2,4-tricarboxylic acid 4<(6R-trans)-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methyl> ester

Chemical Property of benzene-1,2,4-tricarboxylic acid 4<(6R-trans)-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methyl> ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzene-1,2,4-tricarboxylic acid 4<(6R-trans)-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methyl> ester

There total 4 articles about benzene-1,2,4-tricarboxylic acid 4<(6R-trans)-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methyl> 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:

(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (15690-38-7) → benzene-1,2,4-tricarboxylic acid 4<(6R-trans)-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methyl> ester (151630-73-8)

Guidance literature:

Multi-step reaction with 3 steps

1: acetone / 1 h / 0 °C

2: ethyl acetate / 2 h / Ambient temperature

3: 1.) DMAP, 2.) m-chloroperbenzoic acid / 1.) THF, RT, 30 min, 2.) ethyl acetate, 0 deg C, 3 h

With dmap; 3-chloro-benzenecarboperoxoic acid; In ethyl acetate; acetone;

DOI:10.1139/v93-119

Reference yield:

3-hydroxymethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (28240-15-5) → benzene-1,2,4-tricarboxylic acid 4<(6R-trans)-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methyl> ester (151630-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl acetate / 2 h / Ambient temperature

2: 1.) DMAP, 2.) m-chloroperbenzoic acid / 1.) THF, RT, 30 min, 2.) ethyl acetate, 0 deg C, 3 h

With dmap; 3-chloro-benzenecarboperoxoic acid; In ethyl acetate;

DOI:10.1139/v93-119

Reference yield:

phenylacetyl chloride (103-80-0) → benzene-1,2,4-tricarboxylic acid 4<(6R-trans)-(2-benzhydryloxycarbonyl-5,8-dioxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methyl> ester (151630-73-8)

Guidance literature:

Multi-step reaction with 3 steps

1: acetone / 1 h / 0 °C

2: ethyl acetate / 2 h / Ambient temperature

3: 1.) DMAP, 2.) m-chloroperbenzoic acid / 1.) THF, RT, 30 min, 2.) ethyl acetate, 0 deg C, 3 h

With dmap; 3-chloro-benzenecarboperoxoic acid; In ethyl acetate; acetone;

DOI:10.1139/v93-119

upstream raw materials:

(6R,7R)-benzhydryl 3-(hydroxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

trimellitic anhydride acid chloride

(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

3-hydroxymethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Downstream raw materials:

benzene-1,2,4-tricarboxylic acid 4<(6R-trans)-(2-benzhydryloxycarbonyl-8-oxo-7-phenylacetylamino-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl)methyl> ester

Refernces