5-(benzyloxy)pentyl methanesulfonate

Base Information

• Chemical Name: 5-(benzyloxy)pentyl methanesulfonate
• CAS No.: 186374-96-9
• Molecular Formula: C₁₃H₂₀O₄S
• Molecular Weight: 272.365
• Mol file: 186374-96-9.mol

Synonyms:5-(benzyloxy)pentyl methanesulfonate

Chemical Property of 5-(benzyloxy)pentyl methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(benzyloxy)pentyl methanesulfonate

There total 4 articles about 5-(benzyloxy)pentyl methanesulfonate 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: 95.0%

5-(benzyloxy)-1-pentanol (4541-15-5) + methanesulfonyl chloride (124-63-0) → 5-(benzyloxy)pentyl methanesulfonate (186374-96-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.jfluchem.2015.06.022

Reference yield:

1 ,5-pentanediol (111-29-5) → 5-(benzyloxy)pentyl methanesulfonate (186374-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 5 °C

1.2: 16 h / 20 °C

2.1: triethylamine / tetrahydrofuran / 16 h / 5 °C / Inert atmosphere

With sodium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm101204u

Reference yield:

benzyl bromide (100-39-0) → 5-(benzyloxy)pentyl methanesulfonate (186374-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 5 °C

1.2: 16 h / 20 °C

2.1: triethylamine / tetrahydrofuran / 16 h / 5 °C / Inert atmosphere

With sodium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm101204u

upstream raw materials:

5-(benzyloxy)-1-pentanol

methanesulfonyl chloride

1 ,5-pentanediol

benzyl bromide

Downstream raw materials:

2-(5-(benzyloxy)pentyl)propane-1,3-diol

3-(5-benzyloxypentyl)pentanedioic acid diethyl ester

C₂₁H₃₂N₄O₆

Refernces

• 1、 Dmochowska, Ewelina,Herman, Jakub,Czerwiński, Micha?,Stulov, Sergei,Bubnov, Alexej,Kula, Przemys?aw. "Self-assembling behaviour of chiral calamitic monoacrylates targeted for polymer stabilisation of polar smectic phases in chiral liquid crystals". . . Retrieved 2021/03/03.
• 2、 Bum-Erdene, Khuchtumur,Zhou, Donghui,Gonzalez-Gutierrez, Giovanni,Ghozayel, Mona K.,Si, Yubing,Xu, David,Shannon, Harlan E.,Bailey, Barbara J.,Corson, Timothy W.,Pollok, Karen E.,Wells, Clark D.,Meroueh, Samy O.. "Small-Molecule Covalent Modification of Conserved Cysteine Leads to Allosteric Inhibition of the TEAD?Yap Protein-Protein Interaction". . p. 378 - 13,389. Retrieved 2019/03/19.