443295-32-7 | tert-Butyl 1,2-diazepane-1-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$328.00	$229.00

Description

• Catalog Number: AG30946
• Chemical Name: tert-Butyl 1,2-diazepane-1-carboxylate
• CAS Number: 443295-32-7
• Molecular Formula: C10H20N2O2
• Molecular Weight: 200.2780
• MDL Number: MFCD09607901
• SMILES: O=C(N1CCCCCN1)OC(C)(C)C

Computed Properties

• Complexity: 199
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 14
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 2
• XLogP3: 1.7

Upstream Synthesis Route

The upstream synthesis route of tert-Butyl 1,2-diazepane-1-carboxylate typically involves the construction of the diazepane ring followed by protection of the carboxylic acid. Here is a synthetic approach that outlines the general steps:

1. Synthesis of 1,2-Diazepane: This can be accomplished by an intramolecular cyclization reaction of an appropriate ω-aminoamide. The amide could be derived from a diamine and a mono-functional carboxylic acid to ensure availability of a terminal amine for the ring closure.

2. Protection of the Carboxylic Acid: The carboxylic acid functionality can be reacted with tert-butanol under acidic conditions (e.g., using sulfuric acid as a catalyst) to form the tert-butyl ester.

3. Diazotation: The introduction of the diazo group can be achieved through diazotation reactions typically starting from the corresponding hydrazine precursor. For instance, treating the amino group of the diazepane ring with nitrous acid (generated in situ from sodium nitrite and an acid) can lead to diazonium ion formation, which could potentially undergo rearrangement to provide the nitrogen-containing ring.

This is a conceptual synthesis pathway and actual laboratory conditions may require optimization based on the specific reagents and substrates used. The overall yields, choice of solvents, temperatures, and purification methods would be guided by the experimental results and compound stability.