301221-79-4 | tert-butyl 4-(2-bromoacetyl)piperidine-1-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$15.00	$10.00
1g	95%	in stock	$16.00	$12.00
5g	95%	in stock	$65.00	$45.00
10g	95%	in stock	$122.00	$86.00
25g	95%	in stock	$258.00	$180.00

Description

• Catalog Number: AB50256
• Chemical Name: tert-butyl 4-(2-bromoacetyl)piperidine-1-carboxylate
• CAS Number: 301221-79-4
• Molecular Formula: C12H20BrNO3
• Molecular Weight: 306.1961
• MDL Number: MFCD11975555
• SMILES: BrCC(=O)C1CCN(CC1)C(=O)OC(C)(C)C

Computed Properties

• Complexity: 291
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 17
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• XLogP3: 2.1

Upstream Synthesis Route

The synthesis of tert-butyl 4-(2-bromoacetyl)piperidine-1-carboxylate can be approached as follows:

1. **Synthesis of 4-Piperidone**:
Start with the cyclization of butyrolactam to form 4-piperidone.

2. **Protection of the Ketone**:
Protect the 4-piperidone ketone with an appropriate protecting group such as an acetal or ketal formation to prevent unwanted side reactions in the following steps.

3. **N-Alkylation**:
Perform an N-alkylation of the protected 4-piperidone with tert-butyl bromoacetate using a base like potassium carbonate (K2CO3) to obtain N-tert-butyl-4-(protected ketone)piperidine-1-acetate.

4. **Deprotection of the Ketone**:
Remove the ketone protecting group from N-tert-butyl-4-(protected ketone)piperidine-1-acetate under acidic conditions to yield tert-butyl 4-piperidine-1-acetate.

5. **Bromination**:
Subject the tert-butyl 4-piperidine-1-acetate to bromination using bromine in the presence of a catalytic amount of phosphorus tribromide (PBr3) to selectively halogenate at the 2-position of the acetate, forming tert-butyl 4-(2-bromoacetyl)piperidine-1-carboxylate.

This outline provides a general route for the synthesis of the target compound. Each reaction should be optimized depending on the scale and specific conditions in the lab.