106792-38-5 | 5-(tert-Butyldimethylsilyloxy)-1H-indole

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$105.00	$74.00
5g	98%	in stock	$386.00	$270.00
10g	98%	in stock	$665.00	$466.00
25g	98%	in stock	$1,317.00	$922.00

Description

• Catalog Number: AB68385
• Chemical Name: 5-(tert-Butyldimethylsilyloxy)-1H-indole
• CAS Number: 106792-38-5
• Molecular Formula: C14H21NOSi
• Molecular Weight: 247.4081
• MDL Number: MFCD08689500
• SMILES: C[Si](C(C)(C)C)(Oc1ccc2c(c1)cc[nH]2)C

Computed Properties

• Complexity: 272
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 17
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3

Upstream Synthesis Route

5-((tert-Butyldimethylsilyl)oxy)-1H-indole is a versatile compound widely used in chemical synthesis as a protective group for the hydroxyl functionality. By attaching the tert-butyldimethylsilyl (TBDMS) group to the hydroxyl group of the indole moiety, the compound becomes more resistant to unwanted reactions, allowing for selective transformations of other functional groups in the molecule.In organic synthesis, the TBDMS group is commonly employed to protect alcohols and phenols, which are susceptible to side reactions during various transformations. By utilizing 5-((tert-Butyldimethylsilyl)oxy)-1H-indole as a protecting group, chemists can manipulate the molecule through various reactions without affecting the hydroxyl group. This selective protection strategy is particularly valuable in complex organic syntheses where multiple functional groups are present.Additionally, the TBDMS group can be easily removed under mild conditions using fluoride sources, regenerating the hydroxyl functionality of the compound. This flexibility in protection and deprotection makes 5-((tert-Butyldimethylsilyl)oxy)-1H-indole a valuable building block in the synthesis of pharmaceuticals, natural products, and other organic compounds.