GLYCIDYL 4-TOLUENESULFONATE

Base Information

• Chemical Name: GLYCIDYL 4-TOLUENESULFONATE
• CAS No.: 6746-81-2
• Molecular Formula: C₁₀H₁₂O₄S
• Molecular Weight: 228.269
• Hs Code.: 2910900090
• Mol file: 6746-81-2.mol

Synonyms:1-Propanol,2,3-epoxy-, p-toluenesulfonate (7CI,8CI); Oxiranemethanol,4-methylbenzenesulfonate (9CI); (?à)-Glycidyl tosylate; 2,3-Epoxy-1-propyl p-toluenesulfonate; Glycidolp-toluenesulfonate; Glycidyl p-toluenesulfonate; Glycidyl tosylate; NSC 143322;Toluene-4-sulfonic acid oxiranylmethyl ester

Chemical Property of GLYCIDYL 4-TOLUENESULFONATE

Chemical Property:

• Boiling Point: 95-100 °C(Press: 0.01 Torr)
• PSA: 64.28000
• Density: 1.310±0.06 g/cm3(Predicted)
• LogP: 2.17990
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)

Purity/Quality:

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

Glycidyl4-Toluenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Glycidyl 4-Toluenesulfonate is used in the development and validation of a chiral HPLC method for rapid screening of allylic alcohol asymmetric epoxidation processes. Glycidyl 4-Toluenesulfonate is a reagent for organic displacement, additional and ring-opening reactions.

Technology Process of GLYCIDYL 4-TOLUENESULFONATE

There total 18 articles about GLYCIDYL 4-TOLUENESULFONATE 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: 98.4%

→ (R)-glycidyl tosylate (113826-06-5,6746-81-2)

Guidance literature:

Reference yield: 98.0%

p-toluenesulfonyl chloride (98-59-9) + (R)-oxiranemethanol (57044-25-4) → (S)-Glycidyl tosylate (70987-78-9,6746-81-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.joc.5b01323

Reference yield: 97.0%

oxiranyl-methanol (556-52-5) + p-toluenesulfonyl chloride (98-59-9) → glycidyl p-toluenesulfonate (118712-54-2,6746-81-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.3390/molecules21060707

upstream raw materials:

oxiranyl-methanol

p-toluenesulfonyl chloride

allyl tosylate

3-monochloro-1,2-propanediol

Downstream raw materials:

(S)-1-azido-2-trimethylsilyloxy-3-tosyloxypropane

(R)-1-azido-2-trimethylsilyloxy-3-tosyloxypropane

2-hydroxy-6-(trimethylsilyl)-4-hexynyl tosylate

Toluene-4-sulfonic acid (S)-3-cyclohexyl-2-hydroxy-propyl ester

Refernces

• 1、 Breunig, Michael,Gaich, Tanja,Yuan, Po. "An Unexpected Transannular [4+2] Cycloaddition during the Total Synthesis of (+)-Norcembrene 5". supporting information. p. 5521 - 5525. Retrieved 2020/02/20.
• 2、 Zhu, Lunan,Zhu, Junchen,Sun, Xiaotong,Wu, Yaling,Wang, Huiying,Cheng, Lingping,Shen, Jiawei,Ke, Yanxiong. "Novel chiral stationary phases based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin combining cinchona alkaloid moiety". . p. 1080 - 1090. Retrieved 2020/05/25.