rac-2,2-dimethyl-4-(3'-hydroxypropyl)-1,3-dioxolan toluene-p-sulphonate

Base Information

• Chemical Name: rac-2,2-dimethyl-4-(3'-hydroxypropyl)-1,3-dioxolan toluene-p-sulphonate
• CAS No.: 69380-64-9
• Molecular Formula: C₁₅H₂₂O₅S
• Molecular Weight: 314.403
• Mol file: 69380-64-9.mol

Synonyms:

Chemical Property of rac-2,2-dimethyl-4-(3'-hydroxypropyl)-1,3-dioxolan toluene-p-sulphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of rac-2,2-dimethyl-4-(3'-hydroxypropyl)-1,3-dioxolan toluene-p-sulphonate

There total 4 articles about rac-2,2-dimethyl-4-(3'-hydroxypropyl)-1,3-dioxolan toluene-p-sulphonate 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: 85.0%

2,2-dimethyl-4-(3-hydroxypropyl)-1,3-dioxolane (6318-30-5) + p-toluenesulfonyl chloride (98-59-9) → rac-2,2-dimethyl-4-(3'-hydroxypropyl)-1,3-dioxolan toluene-p-sulphonate (69380-64-9,87046-17-1,135027-61-1,135358-19-9)

Guidance literature:

With pyridine; 1.) 0 deg C, 2 h, 2.) -20 deg C, overnight;

DOI:10.1021/jo00381a021

Reference yield:

1,2,5-pentanetriol (14697-46-2) → rac-2,2-dimethyl-4-(3'-hydroxypropyl)-1,3-dioxolan toluene-p-sulphonate (69380-64-9,87046-17-1,135027-61-1,135358-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / TsOH*H₂O

2: 53 percent / Et₃N, DMAP / CH₂Cl₂

With dmap; toluene-4-sulfonic acid; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(97)01638-9

Reference yield:

1,2,5-triacetoxypentane (5470-86-0) → rac-2,2-dimethyl-4-(3'-hydroxypropyl)-1,3-dioxolan toluene-p-sulphonate (69380-64-9,87046-17-1,135027-61-1,135358-19-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / 0.1 M HCl / Heating

2: 61 percent / TsOH*H₂O

3: 53 percent / Et₃N, DMAP / CH₂Cl₂

With hydrogenchloride; dmap; toluene-4-sulfonic acid; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(97)01638-9

upstream raw materials:

2,2-dimethyl-4-(3-hydroxypropyl)-1,3-dioxolane

p-toluenesulfonyl chloride

1,2,5-pentanetriol

1,2,5-triacetoxypentane

Downstream raw materials:

(+/-)-2-amino-6-benzyloxy-9-[3-(2,2-dimethyl-1,3-dioxolan-4-yl)propyl]purine

5-Benzylsulfanyl-pentane-1,2-diol

1-(pent-4-en-1-yl)-1H-pyrrole

5-N-pyrrolylpentane-1,2-diol 1-p-toluenesulfonate

Refernces

• 1、 Nabeshima, Tatsuya,Tsukada, Naoko,Nishijima, Katsunori,Ohshiro, Hideaki,Yano, Yumihiko. "Remarkably selective Ag+ extraction and transport by thiolariat ethers". . p. 4342 - 4350. Retrieved 2007/10/03.
• 2、 Tanis, Steven P.,Raggon, Jeffrey W.. "Pyrroles as Terminators in Cationic Cyclizations. The Preparation of 5,6,7,8-Tetrahydroindolizidines and 6,7,8,9-Tetrahydro-5H-pyrroloazepines". . p. 819 - 827. Retrieved 2007/10/02.