127926-24-3 | 2-[(tert-Butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-1-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
50mg	95%	in stock	$72.00	$50.00
250mg	98%	in stock	$188.00	$132.00
1g	98%	in stock	$418.00	$292.00

Description

• Catalog Number: AE45713
• Chemical Name: 2-[(tert-Butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-1-carboxylic acid
• CAS Number: 127926-24-3
• Molecular Formula: C11H17NO4
• Molecular Weight: 227.2570
• MDL Number: MFCD09040636
• SMILES: O=C(N1CC2CC1(C2)C(=O)O)OC(C)(C)C

Computed Properties

• Complexity: 338
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3
• XLogP3: 1.1

Upstream Synthesis Route

The application of 2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-1-carboxylic acid in chemical synthesis lies in its role as a versatile protecting group for amines in organic chemistry. This compound, commonly referred to as Boc-protected amino acid, is utilized to temporarily shield the amine group in amino acids during various synthetic procedures. By attaching the Boc group to the amine, the reactivity of the amine is reduced, allowing selective reactions to occur at other functional groups present in the molecule without interference from the amine. This protection strategy enables chemists to control the order of reactions, prevent side reactions, and achieve desired selectivity in the synthesis of complex organic molecules. Additionally, the Boc protecting group is easily removable under mild conditions, making it a valuable tool in the field of chemical synthesis.

Literature

• Complex-induced proximity effects. Temperature-dependent regiochemical diversity in lithiation-electrophilic substitution reactions of N-BOC-2-azabicyclo[2.1.1]hexane. 2,4- and 3,5-methanoprolines.

  Organic letters 20020905