(6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 3-methyl-benzyl ester

Base Information

• Chemical Name: (6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 3-methyl-benzyl ester
• CAS No.: 315663-51-5
• Molecular Formula: C₂₅H₂₆N₂O₇
• Molecular Weight: 466.491
• Mol file: 315663-51-5.mol

Synonyms:

Chemical Property of (6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 3-methyl-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 3-methyl-benzyl ester

There total 8 articles about (6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 3-methyl-benzyl 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: 47.0%

(6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 3-methyl-benzyl ester (206854-38-8) → (6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 3-methyl-benzyl ester (315663-51-5) + (6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-methyl-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 3-methyl-benzyl ester

Guidance literature:

With magnesium; acetic acid; In dichloromethane;

DOI:10.1016/S0960-894X(00)00488-1

Reference yield:

Methyl 4-hydroxyphenylacetate (14199-15-6) → (6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 3-methyl-benzyl ester (315663-51-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: TsOH / CH₂Cl₂

2.1: NaOH / acetone

3.1: POCl₃ / CH₂Cl₂

4.1: pyridine

5.1: HCl / acetone

6.1: 99 percent / AlCl₃; anisole / CH₂Cl₂

7.1: sodium 2-ethylhexanoate / methanol; ethyl acetate

7.2: dimethylformamide

8.1: 47 percent / Mg; acetic acid / CH₂Cl₂

With pyridine; hydrogenchloride; sodium hydroxide; aluminium trichloride; toluene-4-sulfonic acid; magnesium; acetic acid; methoxybenzene; trichlorophosphate; sodium 2-ethylhexanoic acid; In methanol; dichloromethane; ethyl acetate; acetone; 1.1: Addition / 2.1: Hydrolysis / 3.1: Chlorination / 4.1: Acylation / 5.1: acidolysis / 6.1: dealkylation / 7.1: deprotonation / 7.2: Alkylation / 8.1: Reduction;

DOI:10.1016/S0960-894X(00)00488-1

Reference yield:

decarboxy-moxalactam (75007-70-4) → (6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid 3-methyl-benzyl ester (315663-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium 2-ethylhexanoate / methanol; ethyl acetate

1.2: dimethylformamide

2.1: 47 percent / Mg; acetic acid / CH₂Cl₂

With magnesium; acetic acid; sodium 2-ethylhexanoic acid; In methanol; dichloromethane; ethyl acetate; 1.1: deprotonation / 1.2: Alkylation / 2.1: Reduction;

DOI:10.1016/S0960-894X(00)00488-1

upstream raw materials:

(6R,7R)-7-[2-(4-Hydroxy-phenyl)-acetylamino]-7-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 3-methyl-benzyl ester

Methyl 4-hydroxyphenylacetate

decarboxy-moxalactam

2-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)acetic acid

Downstream raw materials:

(6R,7R)-3-Chloromethyl-7-[2-(4-hydroxy-phenyl)-acetylamino]-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 3-methyl-benzyl ester