Downstream synthetic route of (R)-1-Boc-Piperazine-3-carboxylic acid

192330-11-3 (R)-1-Boc-Piperazine-3-carboxylic acid 6558430, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.192330-11-3,(R)-1-Boc-Piperazine-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Prep(167a): (21(at)-4-(tert-butoxycarbonyl)-1-(cyclopentylmethyl)piperazine-2-carboxylic acid In a round bottom flask, (2R)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (1.50 g, 6.52 mmol) in THF (20 mL) was dissolved, then cyclopentanecarbaldehyde (0.70 mL, 7.62 mmol) with acetic acid (1.20 mL) was added and then stirred for 0.5 hours. Next, NaBH(OAc)3 (2.07 g, 9.77 mmol) was added over 5 minutes and then stirred for 12 hours. The mixture was filtered though a cellose filter. The mother liquid was concentrated and placed on the high vacuum to afford (2R)-4-(tert-butoxycarbonyl)-1- (cyclopentylmethyl)piperazine-2-carboxylic acid as a white solid (1.98 g, 97.4%). 1 H NMR (400 MHz, DMSO-d6) No. ppm: 3.48-3.40 (m, 1 H), 3.36-3.25 (m, 2H), 3.12-3.00 (m, 2H), 2.28-2.24 (m, 1 H), 2.17 (bs, 1H), 2.08-2.08-2.01 (m, 1H), 1.69-1.59 (m, 2H), 1.55-1.44 (m, 4H), 1.38 (s, 9H), 1.35-1.20 (m, 2H), 1.14- 1.06 (m, 1 H). LCMS (ESI) : m/z. 313.2., 192330-11-3

192330-11-3 (R)-1-Boc-Piperazine-3-carboxylic acid 6558430, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; WO2005/108359; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics