220074-38-4 | tert-Butyl N-(2-chloroethyl)-N-methylcarbamate

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$32.00	$23.00
250mg	95%	in stock	$42.00	$30.00
1g	95%	in stock	$75.00	$53.00
5g	95%	in stock	$270.00	$189.00
25g	95%	in stock	$971.00	$680.00

Description

• Catalog Number: AF36050
• Chemical Name: tert-Butyl N-(2-chloroethyl)-N-methylcarbamate
• CAS Number: 220074-38-4
• Molecular Formula: C8H16ClNO2
• Molecular Weight: 193.67113999999998
• MDL Number: MFCD20624610
• SMILES: ClCCN(C(=O)OC(C)(C)C)C

Computed Properties

• Complexity: 154
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• XLogP3: 1.7

Upstream Synthesis Route

To synthesize tert-Butyl N-(2-chloroethyl)-N-methylcarbamate, one would commence with tert-butylamine as the amine starting material. In the first step, tert-butylamine would undergo a reductive amination process with formaldehyde and hydrogen, in the presence of a catalyst such as palladium on carbon (Pd/C), to synthesize N-methyl-tert-butylamine.

This tert-butyl-N-methylamine intermediate would then be reacted with phosgene to form the corresponding isocyanate, tert-butyl methylcarbamoyl chloride.

Next, an alkylation step would be required to introduce the 2-chloroethyl group. This step would entail a nucleophilic substitution reaction where the tert-butyl methylcarbamoyl chloride reacts with 2-chloroethanol, preferably in the presence of a base such as triethylamine to act as an HCl scavenger, yielding tert-Butyl N-(2-chloroethyl)-N-methylcarbamate.

Each reaction step would necessitate proper solvent choice, temperature control, and molar ratios to drive the reactions to completion while minimizing byproducts and ensuring a high yield of the desired carbamate product. Purification steps, such as distillation or chromatography, would be employed as needed to achieve the requisite purity of the final compound.