Tetrahydro-2H-pyran-4-yl methanesulfonate

Base Information

• Chemical Name: Tetrahydro-2H-pyran-4-yl methanesulfonate
• CAS No.: 134419-59-3
• Molecular Formula: C6H12O4S
• Molecular Weight: 180.225
• Hs Code.: 2932999099
• Mol file: 134419-59-3.mol

Synonyms:2H-3,4,5,6-tetrahydropyran-4-yl methylsulfonate;

Chemical Property of Tetrahydro-2H-pyran-4-yl methanesulfonate

Chemical Property:

• Boiling Point: 329.1 °C at 760 mmHg
• Flash Point: 152.8 °C
• PSA: 60.98000
• Density: 1.26 g/cm³
• LogP: 1.22240
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Dichlromethane, DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetrahydro-2H-pyran-4-ylMethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Tetrahydro-2H-pyran-4-yl Methanesulfonate is an intermediate in the synthesis of 3,4,5-Trimethoxy-2-nitro Acetophenone (T795510). 3,4,5-Trimethoxy-2-nitro acetophenone is an intermediate used to prepare substituted 4-alkyl-2(1H)-quinazolinones as potential cardiotonics. It can be also used as an intermediate to synthesize 2-Amino-3,4,5-trimethoxybenzophenones as potent tubulin polymerization inhibitors.

Technology Process of Tetrahydro-2H-pyran-4-yl methanesulfonate

There total 5 articles about Tetrahydro-2H-pyran-4-yl 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: 100.0%

Tetrahydro-pyran-4-ol (2081-44-9) + methanesulfonyl chloride (124-63-0) → 4-oxanyl methanesulfonate (134419-59-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2.5h;

Reference yield: 88.0%

→ 4-oxanyl methanesulfonate (134419-59-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → 4-oxanyl methanesulfonate (134419-59-3)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 20 - 30 °C / Inert atmosphere

2: triethylamine / toluene / 20 °C

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; toluene;

upstream raw materials:

Tetrahydro-pyran-4-ol

methanesulfonyl chloride

4-pyrone

Tetrahydro-4H-pyran-4-one

Downstream raw materials:

4-benzyloxy-2-(tetrahydro-4H-pyran-4-yl-oxy)benzaldehyde

tetrahydro-2H-pyran-4-yl-hydrazine

4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole

Refernces

• 1、 Bello, Davide,Braillard, Stéphanie,Caljon, Guy,Carvalho, Sandra,Corpas-Lopez, Victoriano,Freund, Yvonne,Gilbert, Ian H.,Glossop, Paul A.,Jacobs, Robert T.,Lukac, Iva,Maes, Louis,Mowbray, Charles E.,Nare, Bakela,Pandi, Bharathi,Patterson, Stephen,Speake, Jason,Van Den Kerkhof, Magali,Wall, Richard J.,Whitlock, Gavin A.,Wyllie, Susan,Yardley, Vanessa,Zuccotto, Fabio. "DNDI-6148: A Novel Benzoxaborole Preclinical Candidate for the Treatment of Visceral Leishmaniasis". supporting information. p. 16159 - 16176. Retrieved 2021/11/16.
• 2、 -. "6-HETEROARYLOXY BENZIMIDAZOLES AND AZABENZIMIDAZOLES AS JAK2 INHIBITORS". Paragraph 0269; 0270. . Retrieved 2021/11/13.