Toluene-4-sulfonic acid (S)-2-benzyloxy-5-trimethylsilanyl-pent-4-ynyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (S)-2-benzyloxy-5-trimethylsilanyl-pent-4-ynyl ester
• CAS No.: 178751-63-8
• Molecular Formula: C₂₂H₂₈O₄SSi
• Molecular Weight: 416.613
• Mol file: 178751-63-8.mol

Synonyms:Toluene-4-sulfonic acid (S)-2-benzyloxy-5-trimethylsilanyl-pent-4-ynyl ester

Chemical Property of Toluene-4-sulfonic acid (S)-2-benzyloxy-5-trimethylsilanyl-pent-4-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (S)-2-benzyloxy-5-trimethylsilanyl-pent-4-ynyl ester

There total 3 articles about Toluene-4-sulfonic acid (S)-2-benzyloxy-5-trimethylsilanyl-pent-4-ynyl ester 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: 51.0%

O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) + (S)-2-hydroxy-5-trimethylsilyl-1-p-toluenesulfonyloxy-4-pentyne (178751-54-7) → Toluene-4-sulfonic acid (S)-2-benzyloxy-5-trimethylsilanyl-pent-4-ynyl ester (178751-63-8)

Guidance literature:

With methanesulfonic acid; In dichloromethane; for 24h; Ambient temperature;

Reference yield:

(S)-Glycidyl tosylate (70987-78-9,6746-81-2) → Toluene-4-sulfonic acid (S)-2-benzyloxy-5-trimethylsilanyl-pent-4-ynyl ester (178751-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi, 2.) BF₃*OEt₂

2: 51 percent / methanesulfonic acid / CH₂Cl₂ / 24 h / Ambient temperature

With n-butyllithium; methanesulfonic acid; boron trifluoride diethyl etherate; In dichloromethane;

Reference yield:

trimethylsilylacetylene (1066-54-2) → Toluene-4-sulfonic acid (S)-2-benzyloxy-5-trimethylsilanyl-pent-4-ynyl ester (178751-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi, 2.) BF₃*OEt₂

2: 51 percent / methanesulfonic acid / CH₂Cl₂ / 24 h / Ambient temperature

With n-butyllithium; methanesulfonic acid; boron trifluoride diethyl etherate; In dichloromethane;

upstream raw materials:

O-benzyl 2,2,2-trichloroacetimidate

(S)-2-hydroxy-5-trimethylsilyl-1-p-toluenesulfonyloxy-4-pentyne

(S)-Glycidyl tosylate

trimethylsilylacetylene