94944-69-1

Basic information

• Product Name: S-1-CBZ-3-Hydroxy-piperidine
• Synonyms: S-1-CBZ-3-Hydroxy-piperidine;(S)-1-Cbz-3-hydroxy-piper...;(S)-Benzyl 3-hydroxypiperidine-1-carboxylate;benzyl (3S)-3-hydroxypiperidine-1-carboxylate;(3S)-3-Hydroxy-1-piperidinecarboxylic acid phenylmethyl ester;Benzyl (3S)-3-hydroxy-1-piperidinecarboxylate
• CAS NO: 94944-69-1
• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.27898
• Mol File: 94944-69-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 384.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.220±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.72±0.20(Predicted)
• CAS DataBase Reference: S-1-CBZ-3-Hydroxy-piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: S-1-CBZ-3-Hydroxy-piperidine(94944-69-1)
• EPA Substance Registry System: S-1-CBZ-3-Hydroxy-piperidine(94944-69-1)

Safety Data

• Hazardous Substances Data: 94944-69-1(Hazardous Substances Data)

Usage

General Description

S-1-CBZ-3-Hydroxy-piperidine is a specialized chemical compound commonly used in the field of organic synthesis for the production of various pharmaceutical products. It belongs to the category of protecting reagents and is particularly valuable due to its role in the construction of more complex molecules. S-1-CBZ-3-Hydroxy-piperidine plays a crucial role in the formation of derivatives in organic chemistry. Having CBZ (Benzylcarbamate) type protecting group, this compound provides protection to amines, which prevent unwanted reactions from occurring, giving chemists better control over reactions and resulting compounds. During the course of the reaction, this protecting group can be specifically targeted for removal without affecting other elements of the molecule structure.

InChI:InChI=1S/C13H17NO3/c15-12-7-4-8-14(9-12)13(16)17-10-11-5-2-1-3-6-11/h1-3,5-6,12,15H,4,7-10H2/t12-/m0/s1

Upstream product

• 330798-20-4 (3S)-2,3-dihydroxypiperidine-1-carboxylic acid benzyl ester 
• 94944-68-0 (S)-N-<(benzyloxy)carbonyl>-3-O-(2-tetrahydropyranyl)-3-piperidinol 
• 66207-23-6 1-benzyloxycarbonyl-1,2,3,6-tetrahydropyridine 
• 501-53-1 benzyl chloroformate 
• 94944-65-7 (S)-N-<(benzyloxy)carbonyl>-5-amino-1,2-pentanediol 
• 94944-63-5 (S)-1,2-O-isopropylidene-5-amino-1,2-pentanediol 
• 94944-62-4 (S)-4,5-O-isopropylidene-4,5-dihydroxypentanenitrile 
• 24211-55-0 (S)-3-hydroxypiperidine 
• 94944-61-3 (S)-N-<(benzyloxy)carbonyl>-1-O-<(4-methylphenyl)sulfonyl>-2-O-(2-tetrahydropyranyl)-5-amino-1,2-pentanediol 
• 94944-66-8 (S)-N-<(benzyloxy)carbonyl>-1-O-<(4-methylphenyl)sulfonyl>-5-amino-1,2-pentanediol 
• 94944-64-6 (S)-N-<(benzyloxy)carbonyl>-1,2-O-isopropylidene-5-amino-1,2-pentanediol 

Downstream Products

• 24211-55-0 (S)-3-hydroxypiperidine 
• 167112-99-4 (S)-3-acetoxy-1-(benzyloxycarbonyl)piperidine 
• 1022150-12-4 (R)-3-(4-phenoxyphenyl)-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine 

Relevant articles and documents

Preparation methods and applications of chiral spirophosphine-nitrogen-phosphine tridentate ligand and iridium catalyst thereof

The invention relates to preparation methods and applications of a chiral spirophosphine-nitrogen-phosphine tridentate ligand SpiroPNP and an iridium catalyst Ir-SpiroPNP thereof. The chiral spirophosphine-nitrogen-phosphine tridentate ligand is a compound represented by a formula I, or a racemate or an optical isomer thereof, or a catalytically acceptable salt thereof, and is mainly structurallycharacterized by having a chiral spiro indane skeleton and a phosphine ligand with a large steric hindrance substituent. The chiral spirophosphine-nitrogen-phosphine tridentate ligand can be synthesized by taking a 7-diaryl/alkylphosphino-7'-amino-1,1'-spiro indane compound with a spiro skeleton as a chiral starting raw material. The iridium catalyst of the chiral spirophosphine-nitrogen-phosphinetridentate ligand is a compound represented by a formula II which is described in the specification, or a raceme or an optical isomer, or a catalytically acceptable salt thereof, can be used for catalyzing asymmetric catalytic hydrogenation reaction of carbonyl compounds, particularly shows high yield (greater than 99%) and enantioselectivity (as high as 99.8% ee) in asymmetric hydrogenation reaction of simple dialkyl ketone, and has practical value.

Chemo- And stereodivergent preparation of terminal epoxides and bromohydrins through One-Pot biocatalysed reactions: Access to enantiopure Five- and Six-Membered N-Heterocycles

Different enantiopure terminal epoxides or bromohydrins have chemoselectively been synthesised in one-pot starting from the corresponding a-bromo ketones through alcohol dehydrogenase (ADH)-catalysed processes adding an organic cosolvent and tuning appropriately the medium pH and the temperature. Thus, at neutral pH enantiopure bromohydrins were obtained while using basic conditions (pH 9.5-10) epoxides were isolated as the main product. Furthermore, by simple selection of the biocatalyst, chemo- and stereodivergent transformations were achieved to obtain, e.g., enantiopure prolinol or piperidin-3-ol.

Enantioenriched N-(2-Chloroalkyl)-3-acetoxypiperidines as Potential Cholinotoxic Agents. Synthesis and Preliminary Evidence for Spirocyclic Aziridinium Formation.

The syntheses of six enantioenriched analogs representing cyclic forms of acetylcholine are reported. (S)- and (R)-N-(2-chloroethyl)-3-acetoxypiperidine and (R,R)-, (R,S)-, (S,R)-, and (S,S)-N-(2-chloropropyl)-3-acetoxypiperidine have been synthesized from (R)- or (S)-3-hydroxypiperidine in five steps. (R)- and (S)-3-hydroxypiperidine were accessed via parallel stereospecific routes from d- and l-glutamic acid, and through fractional recrystallization of diastereomeric tartranilic acid salts. (S)-N-(2-Chloroethyl)-3-acetoxypiperidine was reacted with silver perchlorate to form a spirocyclic aziridinium analog of acetylcholine as evidenced by a characteristic 1H NMR shift for the aziridinium methylene groups.