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TERT-BUTYLDIPHENYLSILYL TRIFLATE (TBDPS-OTF) is an organic chemical compound known for its role as a protective agent in organic synthesis processes. It is highly reactive and is used to safeguard alcohols or amines during the synthetic process. Its main purpose is to shield sensitive functional groups in organic molecules, enabling other reactions to proceed without interference. Characterized by its high stability across a broad range of conditions and its selective removability without affecting the rest of the molecular structure, TBDPS-OTF is an invaluable tool in intricate organic synthesis.

92886-86-7

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92886-86-7 Usage

Uses

Used in Organic Synthesis:
TERT-BUTYLDIPHENYLSILYL TRIFLATE is used as a protective agent for sensitive functional groups in organic molecules, such as alcohols and amines, during the synthetic process. It is chosen for its high stability and the ability to be selectively removed without disturbing other parts of the molecular structure, which is crucial for complex organic synthesis.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, TERT-BUTYLDIPHENYLSILYL TRIFLATE is utilized as a protective agent to ensure the integrity of sensitive functional groups in the development of new drugs. Its selective removability is particularly beneficial in the synthesis of complex organic compounds required for medicinal chemistry.
Used in Chemical Research:
TERT-BUTYLDIPHENYLSILYL TRIFLATE is employed in chemical research as a tool for protecting specific functional groups in organic molecules during experiments. This allows researchers to carry out reactions on other parts of the molecule without affecting the protected groups, facilitating the study of molecular properties and reactions.
Used in Material Science:
In material science, TERT-BUTYLDIPHENYLSILYL TRIFLATE is used as a protective agent in the synthesis of advanced materials with specific properties. Its ability to shield sensitive functional groups is essential for creating materials with tailored characteristics for various applications, such as electronics, energy storage, and nanotechnology.

Check Digit Verification of cas no

The CAS Registry Mumber 92886-86-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,2,8,8 and 6 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 92886-86:
(7*9)+(6*2)+(5*8)+(4*8)+(3*6)+(2*8)+(1*6)=187
187 % 10 = 7
So 92886-86-7 is a valid CAS Registry Number.
InChI:InChI=1/C17H19F3O3SSi/c1-16(2,3)25(14-10-6-4-7-11-14,15-12-8-5-9-13-15)23-24(21,22)17(18,19)20/h4-13H,1-3H3

92886-86-7 Well-known Company Product Price

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  • TCI America

  • (B2898)  tert-Butyldiphenylsilyl Trifluoromethanesulfonate  >98.0%(T)

  • 92886-86-7

  • 1g

  • 890.00CNY

  • Detail
  • TCI America

  • (B2898)  tert-Butyldiphenylsilyl Trifluoromethanesulfonate  >98.0%(T)

  • 92886-86-7

  • 5g

  • 2,500.00CNY

  • Detail

92886-86-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name [tert-butyl(diphenyl)silyl] trifluoromethanesulfonate

1.2 Other means of identification

Product number -
Other names PC7942

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:92886-86-7 SDS

92886-86-7Relevant articles and documents

Catalytic diastereoselective polycyclization of homo(polyprenyl)arene analogues bearing terminal siloxyvinyl groups

Uyanik, Muhammet,Ishihara, Kazuaki,Yamamoto, Hisashi

, p. 5649 - 5652 (2007/10/03)

Highly diastereoselective polycyclization of homo(polyprenyl)arene analogues bearing terminal siloxyvinyl groups was catalyzed by tin(IV) chloride (10 mol %). The cyclizations of tert-butyldiphenylsilyl and triisopropylsilyl polyenol ethers gave 4α(equatorial)- and 4β(axial)-siloxypolycycles as major isomers, respectively. The strong nucleophilicity of pro-C(9), a (6E) geometry, and a bulky silyl group effectively favored the 4α-preference, whereas the weak nucleophilicity of pro-C(9), a (6Z)-geometry, and less steric hindrance of a silyl group favored the 4β-preference.

Mechanistic studies on the O-directed free-radical hydrostannation of disubstituted acetylenes with Ph3SnH and Et3B and on the lodination of allylically oxygenated α-triphenylstannylalkenes

Dimopoulos, Paschalis,George, Jonathan,Tocher, Derek A.,Manaviazar, Soraya,Hale, Karl J.

, p. 5377 - 5380 (2007/10/03)

(Chemical Equation Presented) The free-radical hydrostannation of 1 with Ph3SnH and catalytic Et3B in PhMe has been mechanistically probed. At high Ph3SnH concentrations, the O-directed hydrostannation pathway dominates, a

Stereocontrolled synthesis of the ABCDE ring moiety of ciguatoxin CTX3C

Kobayashi, Shoji,Takahashi, Yusuke,Komano, Kazuo,Alizadeh, Babak H.,Kawada, Yuuya,Oishi, Tohru,Tanaka, Shin-Ichiro,Ogasawara, Yoshihiro,Sasaki, Shin-Ya,Hirama, Masahiro

, p. 8375 - 8396 (2007/10/03)

The ABCDE ring moiety of ciguatoxin CTX3C, a major causative agent of ciguatera poisoning, was stereoselectively synthesized. The key transformations are a chiral auxiliary-based asymmetric alkylation and an asymmetric aldol condensation, which controlled

Process for producing novel naphthyridine derivatives

-

, (2008/06/13)

A novel naphthyridine derivative showing high activity as a tachykinin receptor antagonist can be produced at high efficiency by reacting an acylating agent such as a carboxylic acid derivative with a compound represented by the formula (1): wherein R1, R2 and R3 represent independently a hydrogen atom, a lower alkyl group, a lower alkoxyl group, an aryl group, a heteroaryl group, an amino group, etc., and X1 and X2 represent respectively a halogen atom.

An alternative synthesis of (+)-sesbanimide A

Vloon, W. J.,Bos, J. C. van den,Willard, N. P.,Koomen, G.-J.,Pandit, U. K.

, p. 414 - 419 (2007/10/02)

D-(+)-xylose has been converted to (+)-sesbanimide A in sixteen steps.The synthetic scheme involves an ususual tricyclic silylated derivative (9a) of the monobenzoylated product of the earlier described glutarimide intermediate (7).Compound 9a is a pivotal intermediate for the construction of ring C of (+)-sesbanimide A.

THE SYNTHESIS OF FUNCTIONALISED SILYLTRIFLATES

Bassindale, Alan R.,Stout, Tim

, p. C1 - C3 (2007/10/02)

The cleavage of R2SiXY (R = alkyl, phenyl; X = H, Cl, Y = α-Np, Ph, Cl, H) by triflic acid is selective, leading to new difunctional silyltriflates, R2SiXOTf, with the relative ease of cleavage of Si-Y being, α-Np > Ph > Cl > H >> Me, Et, But.

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