dimethyl (3(1R))-3-[1-(benzyloxy)methyl-2-methylpropyl]pyrrole-2,5-dicarboxylate

Base Information

• Chemical Name: dimethyl (3(1R))-3-[1-(benzyloxy)methyl-2-methylpropyl]pyrrole-2,5-dicarboxylate
• CAS No.: 365541-78-2
• Molecular Formula: C₂₀H₂₅NO₅
• Molecular Weight: 359.422
• Mol file: 365541-78-2.mol

Synonyms:dimethyl (3(1R))-3-[1-(benzyloxy)methyl-2-methylpropyl]pyrrole-2,5-dicarboxylate

Chemical Property of dimethyl (3(1R))-3-[1-(benzyloxy)methyl-2-methylpropyl]pyrrole-2,5-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl (3(1R))-3-[1-(benzyloxy)methyl-2-methylpropyl]pyrrole-2,5-dicarboxylate

There total 1 articles about dimethyl (3(1R))-3-[1-(benzyloxy)methyl-2-methylpropyl]pyrrole-2,5-dicarboxylate 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: 52.0%

dimethyl (4(1R))-4-[1-(benzyloxy)methyl-2-methylpropyl]pyridazine-3,6-dicarboxylate (365541-77-1) → 5-((R)-1-Benzyloxymethyl-2-methyl-propyl)-1,4-dihydro-pyridazine-3,6-dicarboxylic acid dimethyl ester + dimethyl (3(1R))-3-[1-(benzyloxy)methyl-2-methylpropyl]pyrrole-2,5-dicarboxylate (365541-78-2)

Guidance literature:

With trifluoroacetic acid; zinc; at 25 ℃; for 1h;

DOI:10.1021/ja011271s

Reference yield:

dimethyl (3(1R))-3-[1-(benzyloxy)methyl-2-methylpropyl]pyrrole-2,5-dicarboxylate (365541-78-2) → (Z)-(4R)-4-(1-methylethyl)-2-(5-benzyloxy-1-penten-1-yl)-1-[[2-(trimethylsilyl)ethoxy]methyl]-4,5-dihydro-1H-pyrano[3,4-b]pyrrol-7-one

Guidance literature:

Multi-step reaction with 8 steps

1.1: H₂ / Pd/C / methanol / 24 h / 25 °C

2.1: 701 mg / camphorsulfonic acid / benzene / 24 h / 70 °C

3.1: NaH / tetrahydrofuran; various solvent(s) / 0.17 h / 0 °C

3.2: 92 percent / tetrahydrofuran; various solvent(s) / 0.5 h / 25 °C

4.1: 74 percent / LiI / dimethylformamide / 36 h / 130 °C

5.1: Et₃N / tetrahydrofuran / 0.5 h / -10 °C

6.1: 501 mg / NaBH₄ / methanol; tetrahydrofuran / 1 h / 3 °C

7.1: MnO₂ / CH₂Cl₂ / 10 h / 25 °C

8.1: tetrahydrofuran / -78 - 25 °C

With manganese(IV) oxide; sodium tetrahydroborate; camphor-10-sulfonic acid; hydrogen; sodium hydride; triethylamine; lithium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene; 8.1: Wittig reaction;

DOI:10.1021/ja011271s

Reference yield:

dimethyl (3(1R))-3-[1-(benzyloxy)methyl-2-methylpropyl]pyrrole-2,5-dicarboxylate (365541-78-2) → (E)-(4R)-4-(1-methylethyl)-2-(5-benzyloxy-1-penten-1-yl)-1-[[2-(trimethylsilyl)ethoxy]methyl]-4,5-dihydro-1H-pyrano[3,4-b]pyrrol-7-one

Guidance literature:

Multi-step reaction with 8 steps

1.1: H₂ / Pd/C / methanol / 24 h / 25 °C

2.1: 701 mg / camphorsulfonic acid / benzene / 24 h / 70 °C

3.1: NaH / tetrahydrofuran; various solvent(s) / 0.17 h / 0 °C

3.2: 92 percent / tetrahydrofuran; various solvent(s) / 0.5 h / 25 °C

4.1: 74 percent / LiI / dimethylformamide / 36 h / 130 °C

5.1: Et₃N / tetrahydrofuran / 0.5 h / -10 °C

6.1: 501 mg / NaBH₄ / methanol; tetrahydrofuran / 1 h / 3 °C

7.1: MnO₂ / CH₂Cl₂ / 10 h / 25 °C

8.1: tetrahydrofuran / -78 - 25 °C

With manganese(IV) oxide; sodium tetrahydroborate; camphor-10-sulfonic acid; hydrogen; sodium hydride; triethylamine; lithium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene; 8.1: Wittig reaction;

DOI:10.1021/ja011271s

upstream raw materials:

dimethyl (4(1R))-4-[1-(benzyloxy)methyl-2-methylpropyl]pyridazine-3,6-dicarboxylate