dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-4-hydroxybut-2-ynyl]-2-(prop-2-ynyl)malonate

Base Information

• Chemical Name: dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-4-hydroxybut-2-ynyl]-2-(prop-2-ynyl)malonate
• CAS No.: 1414368-14-1
• Molecular Formula: C₂₅H₃₀O₆
• Molecular Weight: 426.51
• Mol file: 1414368-14-1.mol

Synonyms:dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-4-hydroxybut-2-ynyl]-2-(prop-2-ynyl)malonate

Chemical Property of dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-4-hydroxybut-2-ynyl]-2-(prop-2-ynyl)malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-4-hydroxybut-2-ynyl]-2-(prop-2-ynyl)malonate

There total 1 articles about dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-4-hydroxybut-2-ynyl]-2-(prop-2-ynyl)malonate 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: 63.0%

dimethyl 2,2-di(prop-2-ynyl)malonate (63104-44-9) + 1-benzyloxymethyl-cyclopentanecarbaldehyde (941687-71-4) → dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-4-hydroxybut-2-ynyl]-2-(prop-2-ynyl)malonate (1414368-14-1)

Guidance literature:

dimethyl 2,2-di(prop-2-ynyl)malonate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

1-benzyloxymethyl-cyclopentanecarbaldehyde; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ja309830p

Reference yield:

dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-4-hydroxybut-2-ynyl]-2-(prop-2-ynyl)malonate (1414368-14-1) + benzenesulfenyl chloride (931-59-9) → C31H34O6S (1414368-25-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja309830p

Reference yield:

dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-4-hydroxybut-2-ynyl]-2-(prop-2-ynyl)malonate (1414368-14-1) → dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-2-phenylsulfonylbuta-2,3-dienyl]-2-(prop-2-ynyl)malonate (1414368-44-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja309830p

upstream raw materials:

dimethyl 2,2-di(prop-2-ynyl)malonate

1-benzyloxymethyl-cyclopentanecarbaldehyde

Downstream raw materials:

dimethyl 2-[4-(1-benzyloxymethylcyclopentyl)-2-phenylsulfonylbuta-2,3-dienyl]-2-(prop-2-ynyl)malonate

C₃₁H₃₄O₆S