478922-47-3 | (3R,5S)-5-Hydroxymethyl-3-pyrrolidinol HCl

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$8.00	$5.00
1g	98%	in stock	$10.00	$7.00
5g	98%	in stock	$20.00	$14.00
10g	98%	in stock	$33.00	$24.00
25g	98%	in stock	$82.00	$58.00
100g	98%	in stock	$255.00	$178.00

Description

• Catalog Number: AG18216
• Chemical Name: (3R,5S)-5-Hydroxymethyl-3-pyrrolidinol HCl
• CAS Number: 478922-47-3
• Molecular Formula: C5H12ClNO2
• Molecular Weight: 153.6073
• MDL Number: MFCD09056830
• SMILES: OC[C@H]1NC[C@@H](C1)O.Cl

Computed Properties

• Complexity: 76.8
• Covalently-Bonded Unit Count: 2
• Defined Atom Stereocenter Count: 2
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 4
• Rotatable Bond Count: 1

Upstream Synthesis Route

The synthesis of (3R,5S)-5-Hydroxymethyl-3-pyrrolidinol HCl could be approached starting from pyrrolidine as a precursor through a multi-step organic synthesis pathway. One possible route involves the following steps:

1. **Stereospecific Synthesis of the Pyrrolidine Ring**: Start with optically active starting materials, such as enantiomerically pure amino acids that can form the pyrrolidine ring via cyclization reactions. This ensures the correct 3R,5S configuration from the beginning.

2. **Protection of the Amine**: Protect the free amine on the pyrrolidine ring with a suitable protecting group such as a Boc (tert-butoxycarbonyl) group to prevent unwanted side reactions.

3. **Functionalization at the C-5 Position**: Introduce the hydroxymethyl group at the 5-position using an organolithium reagent such as ethyl lithium, followed by the addition of formaldehyde (or a formaldehyde equivalent); this will lead to an alkylation reaction yielding the hydroxymethyl group at the desired position.

4. **Deprotection and Salt Formation**: Remove the Boc protecting group under acidic conditions to free the amine. Finally, treat with hydrogen chloride gas or hydrochloric acid in an anhydrous solvent to yield (3R,5S)-5-Hydroxymethyl-3-pyrrolidinol HCl.

Alternatively, asymmetric synthesis methods using chiral catalysts or auxiliaries could be employed in the creation of the chiral centers. Specific reagents and conditions will need to be optimized based on the desired purity, yield, and the scale of the synthesis.