Ethanol, 2-(phenylmethoxy)-, 4-methylbenzenesulfonate

Base Information

• Chemical Name: Ethanol, 2-(phenylmethoxy)-, 4-methylbenzenesulfonate
• CAS No.: 4981-83-3
• Molecular Formula: C16H18O4S
• Molecular Weight: 306.383
• Mol file: 4981-83-3.mol

Synonyms:2-benzyloxyethyl p-toluenesulfonate;1-benzyloxy-2-tosyloxyethane;1-O-benzyl-2-O-p-toluenesulfonyl ethylene glycol;2-Benzyl-Oxyethyl Chloroformate;

Chemical Property of Ethanol, 2-(phenylmethoxy)-, 4-methylbenzenesulfonate

Chemical Property:

• PSA: 60.98000
• LogP: 3.99790

Purity/Quality:

99.3% ^*data from raw suppliers

Benzyl-PEG2-Tos 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Benzyl-PEG2-Tos is a PEG linker with an acid labile, benzyl protecting group. The tosyl group is a good leaving group. The hydrophilic PEG linker increases the water solubility of the compound in aqueous solutions.

Technology Process of Ethanol, 2-(phenylmethoxy)-, 4-methylbenzenesulfonate

There total 10 articles about Ethanol, 2-(phenylmethoxy)-, 4-methylbenzenesulfonate 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: 98.0%

2-Benzyloxyethanol (622-08-2,1201808-31-2) + p-toluenesulfonyl chloride (98-59-9) → 2-(Benzyloxy)ethyl p-toluenesulfonate (4981-83-3)

Guidance literature:

With triethylamine; In dichloromethane; for 12h; Inert atmosphere;

DOI:10.1002/chem.200900878

Reference yield:

2-Benzyloxyethanol (622-08-2,1201808-31-2) + p-toluenesulfonyl chloride (98-59-9) → benzyl iodoethyl ether (54555-84-9) + 2-(Benzyloxy)ethyl p-toluenesulfonate (4981-83-3)

Guidance literature:

With hydrogenchloride; In pyridine; ice-water;

Reference yield:

benzyl chloride (100-44-7) → 2-(Benzyloxy)ethyl p-toluenesulfonate (4981-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / Na / 12 h / 100 °C

2: 75 percent / pyridine / CHCl₃ / 24 h / 20 °C

With pyridine; sodium; In chloroform;

DOI:10.1002/anie.200501448

upstream raw materials:

2-Benzyloxyethanol

p-toluenesulfonyl chloride

benzyl chloride

benzyloxyacetic acid

Downstream raw materials:

6-(2-benzyloxy-ethoxy)-8-nitro-quinoline

1-Phenyl-2,5-dioxahexadecan

N(α)-benzoyl-N(τ)-(2-benzyloxyethyl)histidine methyl ester

3-[2-(benzyloxy)ethoxy]-1-propanol

Refernces

• 1、 -. "COMPOUNDS AND METHODS FOR TARGETED DEGRADATION OF KRAS". Paragraph 00270. . Retrieved 2021/10/15.
• 2、 -. "Preparation method of high purity 2-benzyloxy bromoethane". Paragraph 0035-0040; 0044-0046; 0047-0049; 0053-0058. . Retrieved 2019/07/11.