Toluene-4-sulfonic acid (R)-3-(2-trimethylsilanyl-ethanesulfonylamino)-heptyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (R)-3-(2-trimethylsilanyl-ethanesulfonylamino)-heptyl ester
• CAS No.: 292615-17-9
• Molecular Formula: C₁₉H₃₅NO₅S₂Si
• Molecular Weight: 449.708
• Mol file: 292615-17-9.mol

Synonyms:Toluene-4-sulfonic acid (R)-3-(2-trimethylsilanyl-ethanesulfonylamino)-heptyl ester

Chemical Property of Toluene-4-sulfonic acid (R)-3-(2-trimethylsilanyl-ethanesulfonylamino)-heptyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (R)-3-(2-trimethylsilanyl-ethanesulfonylamino)-heptyl ester

There total 2 articles about Toluene-4-sulfonic acid (R)-3-(2-trimethylsilanyl-ethanesulfonylamino)-heptyl 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:

(S)-1-(tert-Butyl-dimethyl-silanyloxy)-heptan-3-ol (135307-20-9) + N-(tert-butyloxycarbonyl)(2-trimethylsilylethyl)sulfonamide (145387-82-2) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (R)-3-(2-trimethylsilanyl-ethanesulfonylamino)-heptyl ester (292615-17-9)

Guidance literature:

(S)-1-(tert-Butyl-dimethyl-silanyloxy)-heptan-3-ol; N-(tert-butyloxycarbonyl)(2-trimethylsilylethyl)sulfonamide; With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 12h;

With hydrogenchloride; In ethanol; for 12h; Heating;

p-toluenesulfonyl chloride; With TEA; In dichloromethane; at 0 ℃; for 3h; Further stages.;

DOI:10.1021/ol006094z

Reference yield:

(S)-(+)-1,3-heptanetriol (135307-19-6) → Toluene-4-sulfonic acid (R)-3-(2-trimethylsilanyl-ethanesulfonylamino)-heptyl ester (292615-17-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TEA; DMAP / CH₂Cl₂ / 5 h / 20 °C

2.1: Ph₃P; DEAD / tetrahydrofuran / 12 h / 20 °C

2.2: conc. HCl / ethanol / 12 h / Heating

2.3: TEA / CH₂Cl₂ / 3 h / 0 °C

With dmap; TEA; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1.1: silylation / 2.1: Mitsunobu reaction / 2.2: desilylation / 2.3: Tosylation;

DOI:10.1021/ol006094z

Reference yield:

diphenyl diselenide (1666-13-3) + Toluene-4-sulfonic acid (R)-3-(2-trimethylsilanyl-ethanesulfonylamino)-heptyl ester (292615-17-9) → 2-Trimethylsilanyl-ethanesulfonic acid [(R)-1-(2-phenylselanyl-ethyl)-pentyl]-amide

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 2h;

DOI:10.1021/ol006094z

upstream raw materials:

(S)-1-(tert-Butyl-dimethyl-silanyloxy)-heptan-3-ol

N-(tert-butyloxycarbonyl)(2-trimethylsilylethyl)sulfonamide

p-toluenesulfonyl chloride

(S)-(+)-1,3-heptanetriol

Downstream raw materials:

(E)-3-[[(R)-1-(2-Phenylselanyl-ethyl)-pentyl]-(2-trimethylsilanyl-ethanesulfonyl)-amino]-acrylic acid benzyl ester