Benzyl 2-formylpiperidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 2-formylpiperidine-1-carboxylate
• CAS No.: 105706-76-1
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.294
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70593252
• Nikkaji Number: J3.097.005E
• Mol file: 105706-76-1.mol

Synonyms:105706-76-1;benzyl 2-formylpiperidine-1-carboxylate;1-Cbz-Piperidine-2-Aldehyde;1-Cbz-2-Piperidinecarboxaldehyde;N-CBZ-PIPERIDINE-2-CARBALDEHYDE;2-Formyl-piperidine-1-carboxylic acid benzyl ester;MFCD02179023;N-CBZ-2-FORMYLPIPERIDINE;(2R)-Formyl-1-piperidinecarboxylic Acid Phenylmethyl Ester;Benzyl2-formylpiperidine-1-carboxylate;N-Z-2-formylpiperidine;N-carbobenzyloxypiperidine-2-carboxaldehyde;cbz-piperidine-2-carboxaldehyde;SCHEMBL2723657;DTXSID70593252;DIFLGEVEAZQPMO-UHFFFAOYSA-N;AKOS015855825;AM90544;AS-76949;BP-13368;SY023679;DB-012021;CS-0313320;J-001471

Chemical Property of Benzyl 2-formylpiperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 4.07E-06mmHg at 25°C
• Refractive Index: 1.593
• Boiling Point: 384.503 °C at 760 mmHg
• PKA: -3.02±0.40(Predicted)
• Flash Point: 186.341 °C
• PSA: 46.61000
• Density: 1.222 g/cm³
• LogP: 2.31450
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 247.12084340
• Heavy Atom Count: 18
• Complexity: 287

Purity/Quality:

97% ^*data from raw suppliers

1-Cbz-piperidine-2-aldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C(C1)C=O)C(=O)OCC2=CC=CC=C2
• Uses: 1-Cbz-piperidine-2-aldehyde is used as a reactant in the kinetic resolution of racemic amino aldehydes via copper(II)/(R,R)-Ph-BOX complex catalyzed oxidation with N-iodosuccinimide.

Technology Process of Benzyl 2-formylpiperidine-1-carboxylate

There total 8 articles about Benzyl 2-formylpiperidine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

→ (3R)-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER (105706-76-1)

Guidance literature:

Reference yield: 88.0%

1-benzyloxycarbonyl-2-hydroxymethylpiperidine (105706-75-0) → (3R)-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER (105706-76-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;

DOI:10.1002/jccs.199800046

Reference yield:

N-benzyloxycarbonyl D/L-pipecolinic acid (28697-07-6) → (3R)-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER (105706-76-1)

Guidance literature:

Multi-step reaction with 3 steps

1: NEt₃

2: NaBH₄

3: Dess-Martin periodinane / CH₂Cl₂ / 20 °C

With sodium tetrahydroborate; Dess-Martin periodane; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(02)02155-X

upstream raw materials:

1-benzyloxycarbonyl-2-hydroxymethylpiperidine

N-benzyloxycarbonyl D/L-pipecolinic acid

benzyl chloroformate

pipecolic Acid

Downstream raw materials:

ethyl-3-(N-benzyloxycarbonylpiperid-2-yl)-2-propenoate

ethyl 3-(N-benzyloxycarbonylpyrrolin-2-yl)-2-propenoate

(E)-benzyl 2-(4-(diallylamino)-4-oxobut-1-en-1-yl)piperidine-1-carboxylate

(E)-benzyl 2-(4-(cyclohexylamino)-4-oxobut-1-en-1-yl)piperidine-1-carboxylate