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  2. tert-Butyldimethylsilyl chloride - Wikipedia

    en.wikipedia.org/wiki/Tert-Butyldimethylsilyl...

    tert-Butyldimethylsilyl chloride is an organosilicon compound with the formula (Me 3 C)Me 2 SiCl (Me = CH 3). It is commonly abbreviated as TBSCl or TBDMSCl. It is a chlorosilane containing two methyl groups and a tert-butyl group. As such it is more bulky that trimethylsilyl chloride. It is a colorless or white solid that is soluble in many ...

  3. Trimethylsilyl trifluoromethanesulfonate - Wikipedia

    en.wikipedia.org/wiki/Trimethylsilyl...

    Trimethylsilyl trifluoromethanesulfonate has a variety of other specialized uses. It has been used to install tert-alkyl groups on phosphine (R = alkyl): [6] PH 3 + R 3 C–OAc + Me 3 SiOTf → [(R 3 C) 2 PH 2]OTf. Deprotection of Boc-protected amines can be achieved using trimethylsilyl trifluoromethanesulfonate and triethylamine or 2,6 ...

  4. Triflate - Wikipedia

    en.wikipedia.org/wiki/Triflate

    In organic chemistry, triflate (systematic name: trifluoromethanesulfonate), is a functional group with the formula R−OSO 2 CF 3 and structure R−O−S(=O) 2 −CF 3. The triflate group is often represented by −OTf, as opposed to −Tf, which is the triflyl group, R−SO 2 CF 3. For example, n-butyl triflate can be written as CH 3 CH 2 CH ...

  5. Nicolaou Taxol total synthesis - Wikipedia

    en.wikipedia.org/wiki/Nicolaou_Taxol_total_synthesis

    TBS (tert-butyldimethylsilyl) [2] tert-Butyldimethylsilyl triflate, lutidine, 4-(dimethylamino)pyridine, and dichloromethane Camphorsulfonic acid: Protection of the tertiary hydroxyl group in 1.8 was necessary to allow selective protection of other hydroxyl groups on the C ring. TBS (tert-butyldimethylsilyl) [3] tert-Butyldimethylsilyl chloride ...

  6. tert-Butyldiphenylsilyl - Wikipedia

    en.wikipedia.org/wiki/Tert-Butyldiphenylsilyl

    The group is unaffected by treatment with 80% acetic acid, which catalyses the deprotection of O-tetrapyranyl, O-trityl and O-tert-butyldimethylsilyl ethers. It is also unaffected by 50% trifluoroacetic acid (TFA) , and survives the harsh acidic conditions used to install and remove isopropylidene or benzylidene acetals.

  7. Triflyl group - Wikipedia

    en.wikipedia.org/wiki/Triflyl_group

    Triflyl group. In organic chemistry, the triflyl group (systematic name: trifluoromethanesulfonyl group) is a functional group with the formula R−SO 2 CF 3 and structure R−S(=O) 2 −CF 3.

  8. Trimethylsilyl group - Wikipedia

    en.wikipedia.org/wiki/Trimethylsilyl_group

    A trimethylsilyl group (abbreviated TMS) is a functional group in organic chemistry.This group consists of three methyl groups bonded to a silicon atom [−Si(CH 3) 3], which is in turn bonded to the rest of a molecule.

  9. Protecting group - Wikipedia

    en.wikipedia.org/wiki/Protecting_group

    tert-Butyldimethylsilyl (TBDMS or TBS) — Cleaved with acetic acid in tetrahydrofuran/water, [12] Pyridinium tosylate in methanol, [13] trifluoroacetic acid in water, [14] hydrofluoric acid in acetonitrile, [15] pyridinium fluoride in tetrahydrofuran, [16] tetrabutylammonium fluoride in THF. [17]