390427-07-3 | 2-(tert-Butoxycarbonylaminomethyl)phenol

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$17.00	$12.00
5g	98%	in stock	$54.00	$38.00

Description

• Catalog Number: AB59204
• Chemical Name: 2-(tert-Butoxycarbonylaminomethyl)phenol
• CAS Number: 390427-07-3
• Molecular Formula: C12H17NO3
• Molecular Weight: 223.2683
• MDL Number: MFCD11655886
• SMILES: O=C(OC(C)(C)C)NCc1ccccc1O

Computed Properties

• Complexity: 235
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 4
• XLogP3: 2.3

Upstream Synthesis Route

The upstream synthesis of 2-(tert-Butoxycarbonylaminomethyl)phenol can commence from the starting material salicylaldehyde. The synthetic route involves the following steps:

1. Reductive Amination: Salicylaldehyde undergoes reductive amination with tert-butylamine in the presence of a reducing agent such as sodium cyanoborohydride (NaBH_3CN) to form the intermediate N-tert-butylaminomethylphenol.

2. Protection: The amine group of this intermediate is then protected using di-tert-butyl dicarbonate (Boc_2O) in the presence of a base such as sodium hydroxide (NaOH) to introduce the tert-butoxycarbonyl (Boc) protecting group, yielding 2-(tert-Butoxycarbonylaminomethyl)phenol.

All reactions require an appropriate solvent, such as methanol or dichloromethane, and temperature control to optimize yields and purity. Post-reaction workup typically includes extraction, washing, and purification steps, which can involve techniques such as column chromatography. Each step also requires monitoring, often using thin-layer chromatography (TLC), to confirm completion before proceeding to the next stage of the synthesis.