36016-39-4 | N-tert-Butoxycarbonyl-O-(mesitylsulfonyl)hydroxylamine

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$20.00	$14.00
5g	97%	in stock	$26.00	$18.00

Description

• Catalog Number: AB46721
• Chemical Name: N-tert-Butoxycarbonyl-O-(mesitylsulfonyl)hydroxylamine
• CAS Number: 36016-39-4
• Molecular Formula: C14H21NO5S
• Molecular Weight: 315.3852
• MDL Number: MFCD00044463
• SMILES: O=C(OC(C)(C)C)NOS(=O)(=O)c1c(C)cc(cc1C)C
• NSC Number: 620029

Computed Properties

• Complexity: 451
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 21
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 5
• XLogP3: 3.2

Upstream Synthesis Route

The upstream synthesis route of N-tert-Butoxycarbonyl-O-(mesitylsulfonyl)hydroxylamine begins with the preparation of O-(mesitylsulfonyl)hydroxylamine. This compound is typically synthesized through the reaction of mesitylene (1,3,5-trimethylbenzene) with chlorosulfonic acid to form mesitylene sulfonyl chloride, which is then treated with hydroxylamine to give O-(mesitylsulfonyl)hydroxylamine.

In the subsequent step, N-tert-butoxycarbonylation is achieved by reacting O-(mesitylsulfonyl)hydroxylamine with di-tert-butyl dicarbonate (Boc2O) in the presence of a suitable base such as triethylamine. The reaction is performed in an anhydrous solvent, like dichloromethane, under nitrogen atmosphere to avoid moisture and protect the functional groups involved.

The target compound, N-tert-Butoxycarbonyl-O-(mesitylsulfonyl)hydroxylamine, is obtained after purification steps, typically including washing and crystallization, to remove any by-products and unreacted starting materials.