(5R,6R,7R)-7-[2-(2-Isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-3-methyl-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

• Chemical Name: (5R,6R,7R)-7-[2-(2-Isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-3-methyl-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS No.: 122348-08-7
• Molecular Formula: C₂₀H₃₀N₂O₆S
• Molecular Weight: 426.534

Synonyms:

Chemical Property of (5R,6R,7R)-7-[2-(2-Isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-3-methyl-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (5R,6R,7R)-7-[2-(2-Isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-3-methyl-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 4 articles about (5R,6R,7R)-7-[2-(2-Isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-3-methyl-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 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:

7β-salicylideneamino-3-methyl-3-cephem-4-carboxylic acid (37850-81-0) → (5R,6R,7R)-7-[2-(2-Isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-3-methyl-5,8-dioxo-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (122348-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 70.6 percent / 85percent m-chloroperbenzoic acid / tetrahydrofuran / 8 - 10 °C

2: 71.5 percent / 4 N HCl / 1.5 h / 0 °C

3: 3percent aq. NaHCO₃ / acetone / 3 h / Ambient temperature

With hydrogenchloride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; acetone;

DOI:10.1007/BF00763665

Reference yield:

N-Salicylidene-7-amino-3-desacetoxycephalosporanic acid sulfoxide (52210-39-6) → (5R,6R,7R)-7-[2-(2-Isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-3-methyl-5,8-dioxo-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (122348-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 71.5 percent / 4 N HCl / 1.5 h / 0 °C

2: 3percent aq. NaHCO₃ / acetone / 3 h / Ambient temperature

With hydrogenchloride; sodium hydrogencarbonate; In acetone;

DOI:10.1007/BF00763665

Reference yield:

2-(2-isopropyl-5-methylcyclohexyloxy)acetic acid (71420-37-6) → (5R,6R,7R)-7-[2-(2-Isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-3-methyl-5,8-dioxo-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (122348-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetone / 0.5 h / Ambient temperature

2: 3percent aq. NaHCO₃ / acetone / 3 h / Ambient temperature

With sodium hydrogencarbonate; triethylamine; In acetone;

DOI:10.1007/BF00763665

upstream raw materials:

7-Amino-3-desacetoxycephalosporanic acid sulfoxide

7β-salicylideneamino-3-methyl-3-cephem-4-carboxylic acid

N-Salicylidene-7-amino-3-desacetoxycephalosporanic acid sulfoxide

2-(2-isopropyl-5-methylcyclohexyloxy)acetic acid

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