2254447-10-2 | Potassium ((1-[(tert-butoxy)carbonyl]azetidin-3-yl)methyl)trifluoroboranuide

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$127.00	$89.00
1g	95%	in stock	$480.00	$336.00
5g	95%	in stock	$1,162.00	$814.00

Description

• Catalog Number: BA07923
• Chemical Name: Potassium ((1-[(tert-butoxy)carbonyl]azetidin-3-yl)methyl)trifluoroboranuide
• CAS Number: 2254447-10-2
• Molecular Formula: C9H16BF3KNO2
• Molecular Weight: 277.1333
• MDL Number: MFCD18712403
• SMILES: F[B-](CC1CN(C1)C(=O)OC(C)(C)C)(F)F.[K+]

Upstream Synthesis Route

The upstream synthesis route of Potassium ((1-[(tert-butoxy)carbonyl]azetidin-3-yl)methyl)trifluoroboranuide is as follows:

1. Synthesis of 3-Azetidinemethanol:

Start with the preparation of 3-azetidinemethanol from β-lactams by nucleophilic ring opening, typically using reagents such as methylamine under pressure or benzylamine, followed by reduction if necessary.

2. Boc Protection:

Subject 3-azetidinemethanol to tert-butoxycarbonyl (Boc) protection using di-tert-butyl dicarbonate (Boc2O) in the presence of a suitable base like pyridine or triethylamine, to yield 1-[(tert-butoxy)carbonyl]azetidin-3-yl)methanol.

3. Introduction of Trifluoroborane:

React the protected 3-azetidinemethanol with a trifluoroborating agent, usually in the form of an alkali metal (such as potassium) salt like potassium trifluoro(borate) under anhydrous conditions to obtain the final product, Potassium ((1-[(tert-butoxy)carbonyl]azetidin-3-yl)methyl)trifluoroboranuide.

It is crucial to maintain anhydrous conditions to prevent hydrolysis of trifluoroborane and to use a non-coordinating solvent such as tetrahydrofuran (THF) in the final step. Purification can be performed via recrystallization or column chromatography depending on the specific impurities present.