5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester
• CAS No.: 245729-77-5
• Molecular Formula: C₃₇H₃₇NO₉
• Molecular Weight: 639.702
• Mol file: 245729-77-5.mol

Synonyms:5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester

Chemical Property of 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester

There total 19 articles about 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl 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: 54.0%

3-(5-methyl-1H-pyrrole-2-carboxylate) of 6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranose (3780-28-7) + 4-(diphenylmethoxy)-7-hydroxy-8-methyl-2H-1-benzopyran-2-one (229307-67-9) → 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester + 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester (245729-77-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0960-894X(99)00329-7

Reference yield:

(+)-6-deoxy-5-C,4-O-dimethyl-L-xylo-hexopyranose (107739-83-3) → 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester (245729-77-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / HCl (g) / Ambient temperature

2: 82 percent / 1,2-dichloro-ethane / Heating

3: 49 percent / MeMgBr / toluene / 0 °C

4: 100 percent / H₂ / 10 percent Pd/C / ethanol / 60 °C

5: 54 percent / PPh₃, EtO₂CN=NCO₂Et / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; methylmagnesium bromide; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In ethanol; dichloromethane; 1,2-dichloro-ethane; toluene;

DOI:10.1016/S0960-894X(99)00329-7

Reference yield:

L-lyxo-O2,O3-isopropylidene-5,O4-dimethyl-6-deoxy-hexonic acid-lactone (264891-36-3) → 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester (245729-77-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 63 percent / DIBAH / tetrahydrofuran / 0 °C

2: 95 percent / aq. H₂SO₄ / 65 °C

3: 90 percent / HCl (g) / Ambient temperature

4: 82 percent / 1,2-dichloro-ethane / Heating

5: 49 percent / MeMgBr / toluene / 0 °C

6: 100 percent / H₂ / 10 percent Pd/C / ethanol / 60 °C

7: 54 percent / PPh₃, EtO₂CN=NCO₂Et / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; sulfuric acid; methylmagnesium bromide; hydrogen; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane; toluene;

DOI:10.1016/S0960-894X(99)00329-7

upstream raw materials:

3-(5-methyl-1H-pyrrole-2-carboxylate) of 6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranose

4-(diphenylmethoxy)-7-hydroxy-8-methyl-2H-1-benzopyran-2-one

5-methyl-1H-pyrrole-2-carboxylic acid

ethyl 5-methyl-1H-pyrrole-2-carboxylate

Downstream raw materials:

coumermycin A1

5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-3-methoxy-2,2-dimethyl-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester