tert-Butyldiphenylsilyl Trifluoromethanesulfonate

Base Information

• Chemical Name: tert-Butyldiphenylsilyl Trifluoromethanesulfonate
• CAS No.: 92886-86-7
• Molecular Formula: C17H19 F3 O3 S Si
• Molecular Weight: 388.483
• Hs Code.: 29319090
• European Community (EC) Number: 640-683-8
• DSSTox Substance ID: DTXSID10449421
• Nikkaji Number: J1.807.693D
• Wikidata: Q82268878
• Mol file: 92886-86-7.mol

Synonyms:tert-Butyldiphenylsilyl Trifluoromethanesulfonate;92886-86-7;[tert-butyl(diphenyl)silyl] trifluoromethanesulfonate;tert-Butyldiphenylsilyl Triflate;tert-ButyldiphenylsilylTrifluoromethanesulfonate;C17H19F3O3SSi;SCHEMBL537975;DTXSID10449421;AOMOJFWVOHXBTN-UHFFFAOYSA-N;MFCD01941212;AKOS015853177;Methanesulfonic acid, trifluoro-, (1,1-dimethylethyl)diphenylsilyl ester;TERT-BUTYLDIPHENYLSILYL TRIFLATE);BS-18252;B2898;CS-0154940;t-butyldiphenylsilyl trifluoromethane sulfonate;C77182;A859949;tert-Butyl(diphenyl)silyl trifluoromethanesulphonate;Trifluoromethanesulfonic Acid tert-Butyldiphenylsilyl Ester

Chemical Property of tert-Butyldiphenylsilyl Trifluoromethanesulfonate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.522
• Boiling Point: 372.014°C at 760 mmHg
• Flash Point: 178.788°C
• PSA: 51.75000
• Density: 1.256g/cm³
• LogP: 4.49340
• Storage Temp.: 0-10°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 388.07762666
• Heavy Atom Count: 25
• Complexity: 519

Purity/Quality:

98% ^*data from raw suppliers

tert-Butyldiphenylsilyl Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)OS(=O)(=O)C(F)(F)F

Technology Process of tert-Butyldiphenylsilyl Trifluoromethanesulfonate

There total 7 articles about tert-Butyldiphenylsilyl Trifluoromethanesulfonate 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: 93.0%

trifluorormethanesulfonic acid (1493-13-6) + tert-butyltriphenylsilane (92886-83-4) → tert-butyldiphenylsilyl triflate (92886-86-7)

Guidance literature:

In chloroform; 0 deg C to r.t.;

Reference yield:

silver trifluoromethanesulfonate (2923-28-6) + tert-butylchlorodiphenylsilane (58479-61-1) → tert-butyldiphenylsilyl triflate (92886-86-7)

Guidance literature:

In dichloromethane; at 30 ℃; for 48h;

DOI:10.1016/j.tet.2004.07.010

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → tert-butyldiphenylsilyl triflate (92886-86-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / diethyl ether / 24 h / 20 °C

2: CHCl₃ / 1.5 h / 0 - 20 °C

In diethyl ether; chloroform;

DOI:10.1021/ol051937d

upstream raw materials:

trifluorormethanesulfonic acid

tert-butyltriphenylsilane

silver trifluoromethanesulfonate

tert-butylchlorodiphenylsilane

Downstream raw materials:

C₃₁H₃₈O₅SSi

(4R),(6R)-6-(2-chloromethyloxazol-4-yl)-6-tert-butyldimethylsilanyloxy-4-tert-butyldiphenylsilanyloxyhex-1-ene

(4R,5R)-5-t-butyldiphenylsilyloxy-4-nonadecanolide

(1S,2'S,4R,6S)-4-acetoxy-1-(2'-benzyloxycarbonylamino-3'-tert-butyldiphenylsilyloxy-propyl)-6-hydroxy-2-cyclohexen-1-ol

Refernces

• 1、 Uyanik, Muhammet,Ishihara, Kazuaki,Yamamoto, Hisashi. "Catalytic diastereoselective polycyclization of homo(polyprenyl)arene analogues bearing terminal siloxyvinyl groups". . p. 5649 - 5652. Retrieved 2007/10/03.
• 2、 Kobayashi, Shoji,Takahashi, Yusuke,Komano, Kazuo,Alizadeh, Babak H.,Kawada, Yuuya,Oishi, Tohru,Tanaka, Shin-Ichiro,Ogasawara, Yoshihiro,Sasaki, Shin-Ya,Hirama, Masahiro. "Stereocontrolled synthesis of the ABCDE ring moiety of ciguatoxin CTX3C". . p. 8375 - 8396. Retrieved 2007/10/03.