426844-50-0 | Boc-4,4-difluoro-l-prolinamide

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$119.00	$84.00
1g	95%	in stock	$302.00	$211.00
5g	95%	in stock	$1,067.00	$747.00

Description

• Catalog Number: AF73025
• Chemical Name: Boc-4,4-difluoro-l-prolinamide
• CAS Number: 426844-50-0
• Molecular Formula: C10H16F2N2O3
• Molecular Weight: 250.2424
• MDL Number: MFCD06797011
• SMILES: O=C(N1CC(C[C@H]1C(=O)N)(F)F)OC(C)(C)C

Computed Properties

• Complexity: 339
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 1
• Heavy Atom Count: 17
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3
• XLogP3: 0.9

Upstream Synthesis Route

To synthesize Boc-4,4-difluoro-L-prolinamide, begin with the precursor L-proline. The synthesis proceeds as follows:

1. **Fluorination**: React L-proline with a deoxofluorinating agent such as Deoxo-Fluor or DAST (diethylaminosulfur trifluoride) to introduce the geminal difluoro motif, yielding 4,4-difluoro-L-proline.

2. **Protection of the Amino Group**: Treat 4,4-difluoro-L-proline with di-tert-butyl dicarbonate (Boc2O) in the presence of a base like sodium bicarbonate (NaHCO3) or triethylamine (TEA) to protect the amino group, resulting in Boc-4,4-difluoro-L-proline.

3. **Amidation**: Subject the Boc-4,4-difluoro-L-proline to coupling with ammonia or an amine derivative in the presence of a coupling agent such as DCC (dicyclohexylcarbodiimide) or EDC (1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide), to form the target Boc-4,4-difluoro-L-prolinamide.

This general pathway may require optimization of reaction conditions (temperature, solvents, reaction time) and purification steps (e.g., chromatography, crystallization) to achieve the desired purity and yield of the final product.