288159-40-0

Basic information

• Product Name: N-BOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID
• Synonyms: BOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID;N-BOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID;Boc-(R)-2-amino-3-methylbutanoic acid;(R)-Boc-beta, beta-dimethyl-serine;N-Boc-3-hydroxy-D-valine, 97%;(R)-Boc-2-aMino-3-hydroxy-3-Methyl-butyric acid;(R)-Boc-beta-hydroxy-valine;3-Hydroxy-D-valine, N-BOC protected
• CAS NO: 288159-40-0
• Molecular Formula: C₁₀H₁₉NO₅
• Molecular Weight: 233.26
• Product Categories: unnatural amino acids
• Mol File: 288159-40-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 391.1±37.0 °C(Predicted)
• Appearance: /
• Density: 1.175±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 3.62±0.10(Predicted)
• CAS DataBase Reference: N-BOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: N-BOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID(288159-40-0)
• EPA Substance Registry System: N-BOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID(288159-40-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 288159-40-0(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Upstream product

• 182958-73-2 (2R)-2-(N-tert-Butoxycarbonyl)amino-3-hydroxy-3-methylbutanoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 95715-85-8 2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester 

Downstream Products

• 1428850-20-7 C₃₂H₄₈N₂O₅Si 

Relevant articles and documents

NIPECOTIC ACID DERIVATIVE AND USE THEREOF FOR MEDICAL PURPOSES

The present invention aims to provide a compound having an sEH-inhibiting activity and to provide a pharmaceutical having a therapeutic effect and a prophylactic effect on chronic renal disease and pulmonary hypertension based on the sEH-inhibiting action. The present invention provides nipecotic acid derivatives represented by the chemical formula below and pharmaceutically acceptable salts thereof.

Serine as chiral educt for the practical synthesis of enantiopure N-protected β-hydroxyvaline

N-tert-Butyloxycarbonyl- and N-benzenesulfonyl-β-hydroxyvalines 1a and 1b were, respectively, synthesized in enantiomerically pure form by a two-step protocol from their enantiomeric N-protected serine methyl esters 2a and 2b. The addition of CH3MgBr to 2a and 2b provided diols 3a and 3b, respectively as major products in 83% and 81% yields. Selective oxidation of diols 3a and 3b was performed using a TEMPO, NaClO2, NaOCl cocktail in 96% and 93% respective yields. This two-step process effectively furnished multigram amounts of enantiopure N-Boc-β-hydroxyvaline 1a.