79069-15-1 | N-Boc-(S)-2-amino-3-benzyloxy-1-propanol

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$39.00	$27.00
5g	97%	in stock	$78.00	$54.00
10g	97%	in stock	$128.00	$90.00
25g	97%	in stock	$256.00	$180.00
100g	97%	in stock	$696.00	$487.00

Description

• Catalog Number: AE02936
• Chemical Name: N-Boc-(S)-2-amino-3-benzyloxy-1-propanol
• CAS Number: 79069-15-1
• Molecular Formula: C15H23NO4
• Molecular Weight: 281.3474
• MDL Number: MFCD00235945
• SMILES: OC[C@H](NC(=O)OC(C)(C)C)COCc1ccccc1

Upstream Synthesis Route

The upstream synthesis route of N-Boc-(S)-2-amino-3-benzyloxy-1-propanol can be achieved through the following synthetic pathway:

1. Begin with (S)-epichlorohydrin as the starting material, which contains the necessary three-carbon backbone and the appropriate stereochemistry.

2. Subject (S)-epichlorohydrin to a ring-opening nucleophilic substitution reaction with a benzyl alcohol under basic conditions to introduce the benzyloxy group, yielding (S)-3-benzyloxy-1,2-epoxypropane.

3. Perform a selective ring-opening of the epoxide with an amine, such as ammonia or primary amine, under controlled conditions to yield (S)-2-amino-3-benzyloxy-1-propanol. The reaction conditions must be tailored to preferentially attack the less hindered carbon of the epoxide.

4. Protect the amine group of (S)-2-amino-3-benzyloxy-1-propanol by reacting it with di-tert-butyl dicarbonate (Boc2O) to yield the target molecule, N-Boc-(S)-2-amino-3-benzyloxy-1-propanol. This step is generally accomplished in the presence of a suitable base such as triethylamine (Et3N) to neutralize the formed carbonic acid and drive the reaction to completion.

Each step must be followed by appropriate purification techniques such as column chromatography or crystallization, and the structure and purity of the intermediates and final product must be confirmed by NMR, IR, and/or mass spectrometry.