(1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate

Base Information

• Chemical Name: (1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate
• CAS No.: 1042695-89-5
• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.305
• Mol file: 1042695-89-5.mol

Synonyms:(1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate

Chemical Property of (1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate

There total 8 articles about (1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-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: 80.0%

methanol (67-56-1) + (1S,4R,5R)-benzyl 3-oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylate → (1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate (1042695-89-5)

Guidance literature:

With Amberlyst 15; Reflux;

Reference yield:

1,2,3,4-butanetetracarboxylic acid (4534-68-3) → (1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate (1042695-89-5)

Guidance literature:

Multi-step reaction with 9 steps

1: sulfuric acid / 90 °C

2: sodium methylate; methanol / 20 °C

3: hydrogenchloride / water / 100 °C

4: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C

5: sodium tetrahydroborate / tetrahydrofuran / 3 h / 0 °C

6: palladium 10% on activated carbon; hydrogen / tetrahydrofuran

7: triethylamine / tetrahydrofuran / 20 °C

8: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 20 °C

9: Amberlyst 15 / Reflux

With hydrogenchloride; methanol; sodium tetrahydroborate; sulfuric acid; palladium 10% on activated carbon; hydrogen; sodium methylate; potassium carbonate; triethylamine; potassium iodide; sodium iodide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

Reference yield:

(1R,2R)-dibenzyl 4-oxocyclopentane-1,2-dicarboxylate → (1R,2R,4S)-1-benzyl 2-methyl 4-hydroxycyclopentane-1,2-dicarboxylate (1042695-89-5)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium tetrahydroborate / tetrahydrofuran / 3 h / 0 °C

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran

3: triethylamine / tetrahydrofuran / 20 °C

4: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 20 °C

5: Amberlyst 15 / Reflux

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

1,2,3,4-butanetetracarboxylic acid

1,2,3,4-butanetetracarboxylic acid tetraethyl ester

methanol

(1R,2R)-4-oxocyclopentane-1,2-dicarboxylic acid

Downstream raw materials:

C₃₂H₃₄N₂O₆S