1-N-Boc-3-Methylpiperidine-3-carboxylic acid Chemical Properties

Boiling point:

354.3±35.0 °C(Predicted)

Density 

1.129

storage temp. 

Sealed in dry,Room Temperature

pka

4.53±0.20(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2933399990

1-N-Boc-3-Methylpiperidine-3-carboxylic acid Usage And Synthesis

Uses

N-Boc-3-methylpiperidine-3-carboxylic Acid is used as a reagent in the synthesis of tricyclic heterocyclic compounds as JAK1 inhibitors useful in the treatment of immunological and hyperproliferative disorders.

Synthesis

Step 2. Hydrolysis reaction: To a mixed solution of methyl 1-Boc-3-methylpiperidine-3-carboxylate (15.86 g, 0.062 mol) in THF (100 ml) and water (10 ml), lithium hydroxide monohydrate (LiOH-H2O, 7.76 g, 0.186 mol) was added at room temperature. The reaction mixture was heated to 70 °C and refluxed for 6 hours. The progress of the reaction was monitored by TLC (unfolding agent: petroleum ether/ethyl acetate, 4:1, iodine color development), and after confirming that the raw material was completely consumed, the mixture was concentrated to dryness. The residue was diluted with deionized water (300 mL) and subsequently extracted with methyl tert-butyl ether (MTBE, 100 mL x 2) and the organic layer was discarded. The aqueous layer was acidified to pH 1 with 1 M aqueous hydrochloric acid and extracted with MTBE (100 mL × 2). The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated to dryness to give 1-Boc-3-methylpiperidine-3-carboxylic acid (13.97 g, 93% yield) as a white solid.

References

[1] Patent: US2015/158864, 2015, A1. Location in patent: Paragraph 0487
[2] Patent: US2007/82900, 2007, A1. Location in patent: Page/Page column 158

1-N-Boc-3-Methylpiperidine-3-carboxylic acid(534602-47-6)Related Product Information

• Folic acid
• p-Toluic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• 2,2,6,6-Tetramethyl-4-piperidinol
• Bensulfuron methyl
• 4-(Aminomethyl)benzoic acid
• 4-Bromomethylbenzoic acid
• tert-Butanol
• Methylparaben
• Nipecotic acid
• o-Toluic acid
• Kresoxim-methyl
• Triacetonediamine
• Methyl acrylate
• Thiophanate-methyl
• Citric acid
• Ascoric Acid
• Methyl