674792-07-5 | tert-Butyl 2,2-dimethylpiperazine-1-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
100mg	98%	in stock	$9.00	$7.00
250mg	98%	in stock	$11.00	$8.00
1g	98%	in stock	$20.00	$14.00
5g	98%	in stock	$76.00	$54.00
10g	98%	in stock	$138.00	$97.00
25g	98%	in stock	$276.00	$193.00

Description

• Catalog Number: AB48342
• Chemical Name: tert-Butyl 2,2-dimethylpiperazine-1-carboxylate
• CAS Number: 674792-07-5
• Molecular Formula: C11H22N2O2
• Molecular Weight: 214.3046
• MDL Number: MFCD07371652
• SMILES: O=C(N1CCNCC1(C)C)OC(C)(C)C

Upstream Synthesis Route

The upstream synthesis of tert-Butyl 2,2-dimethylpiperazine-1-carboxylate can be performed through the following steps:

1. Synthesis of 2,2-Dimethylpiperazine:
This can be achieved by reacting N,N'-dimethylethylenediamine with a suitable dehydrating agent, such as acetic anhydride, under reflux conditions to form the cyclic base 2,2-dimethylpiperazine through an intramolecular cyclization reaction.

2. N-protection of the Piperazine Ring:
Protect the nitrogen of the 2,2-dimethylpiperazine by reacting it with tert-butyl carbamate (Boc anhydride) in the presence of a base, typically triethylamine (Et3N), to obtain N-Boc-2,2-dimethylpiperazine. This step ensures that the tertiary nitrogen doesn't participate in further functionalization steps.

3. Functionalization at the 1-Position:
Perform a nucleophilic substitution reaction by treating N-Boc-2,2-dimethylpiperazine with a suitable electrophile like chloroacetyl chloride to introduce an acetyl group at the 1-position of the piperazine ring, yielding N-Boc-1-chloroacetyl-2,2-dimethylpiperazine.

4. Esterification:
Subject the N-Boc-1-chloroacetyl-2,2-dimethylpiperazine to an esterification reaction by treating it with tert-butanol in the presence of a base, such as potassium carbonate (K2CO3), facilitating a nucleophilic substitution of the chlorine atom to form tert-Butyl 2,2-dimethylpiperazine-1-carboxylate.

Each step should be monitored by appropriate analytical techniques such as NMR, GC-MS, or HPLC to ensure the purity of the intermediates and the final product.