(6R,7R)-3-(4-nitrophenoxycarbonyloxy)methyl-7-(2-thienylacetamido)-Δ³-cephem-4-carboxylic acid

Base Information

• Chemical Name: (6R,7R)-3-(4-nitrophenoxycarbonyloxy)methyl-7-(2-thienylacetamido)-Δ³-cephem-4-carboxylic acid
• CAS No.: 142967-18-8
• Molecular Formula: C₂₁H₁₇N₃O₉S₂
• Molecular Weight: 519.513

Synonyms:(6R,7R)-3-(4-nitrophenoxycarbonyloxy)methyl-7-(2-thienylacetamido)-Δ³-cephem-4-carboxylic acid

Chemical Property of (6R,7R)-3-(4-nitrophenoxycarbonyloxy)methyl-7-(2-thienylacetamido)-Δ³-cephem-4-carboxylic acid

Chemical Property:

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Technology Process of (6R,7R)-3-(4-nitrophenoxycarbonyloxy)methyl-7-(2-thienylacetamido)-Δ³-cephem-4-carboxylic acid

There total 3 articles about (6R,7R)-3-(4-nitrophenoxycarbonyloxy)methyl-7-(2-thienylacetamido)-Δ³-cephem-4-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: 98.0%

3-[[[(4-nitrophenoxy)carbonyl]oxy]methyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester (135508-68-8) → (6R,7R)-3-(4-nitrophenoxycarbonyloxy)methyl-7-(2-thienylacetamido)-Δ3-cephem-4-carboxylic acid (142967-18-8)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; at 0 ℃; for 2h;

DOI:10.1248/cpb.43.1031

Reference yield:

3-hydroxymethyl-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester (29126-13-4) → (6R,7R)-3-(4-nitrophenoxycarbonyloxy)methyl-7-(2-thienylacetamido)-Δ3-cephem-4-carboxylic acid (142967-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridine / acetonitrile; tetrahydrofuran / 0.5 h / 0 °C

2: 98 percent / CF₃COOH, anisole / 2 h / 0 °C

With pyridine; methoxybenzene; trifluoroacetic acid; In tetrahydrofuran; acetonitrile;

DOI:10.1248/cpb.43.1031

Reference yield:

4-Nitrophenyl chloroformate (7693-46-1) → (6R,7R)-3-(4-nitrophenoxycarbonyloxy)methyl-7-(2-thienylacetamido)-Δ3-cephem-4-carboxylic acid (142967-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridine / acetonitrile; tetrahydrofuran / 0.5 h / 0 °C

2: 98 percent / CF₃COOH, anisole / 2 h / 0 °C

With pyridine; methoxybenzene; trifluoroacetic acid; In tetrahydrofuran; acetonitrile;

DOI:10.1248/cpb.43.1031

upstream raw materials:

3-[[[(4-nitrophenoxy)carbonyl]oxy]methyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester

3-hydroxymethyl-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester

4-Nitrophenyl chloroformate

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