(S)-tert-butyl 2-formylpiperidine-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 2-formylpiperidine-1-carboxylate
• CAS No.: 150521-32-7
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.277
• Hs Code.: 2924190090
• DSSTox Substance ID: DTXSID20455058
• Nikkaji Number: J1.301.349G
• Wikidata: Q72479410
• Mol file: 150521-32-7.mol

Synonyms:150521-32-7;(S)-tert-butyl 2-formylpiperidine-1-carboxylate;(S)-2-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-Butyl (2S)-2-formylpiperidine-1-carboxylate;1-PIPERIDINECARBOXYLIC ACID, 2-FORMYL-, 1,1-DIMETHYLETHYL ESTER, (2S)-;(2S)-N-Boc-2-piperidinecarboxaldehyde;tert-butyl (S)-2-formylpiperidine-1-carboxylate;SCHEMBL1991179;DTXSID20455058;KZNDGAGWQPGYTB-VIFPVBQESA-N;MFCD06738713;(S)-1-Boc-2-Piperidinecarboxaldehyde;AKOS007930637;AKOS015918642;GK-0004;(S)-tert-butyl2-formylpiperidine-1-carboxylate;A25844;N-(t-Butoxycarbonyl)piperidine-2(S)-carboxaldehyde;(2S)-1-(tert-Butoxycarbonyl)piperidine-2alpha-carbaldehyde

Chemical Property of (S)-tert-butyl 2-formylpiperidine-1-carboxylate

Chemical Property:

• Boiling Point: 295.431 °C at 760 mmHg
• PKA: -2.97±0.40(Predicted)
• Flash Point: 132.472 °C
• PSA: 46.61000
• Density: 1.115 g/cm³
• LogP: 1.91280
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.13649347
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

98%min ^*data from raw suppliers

(S)-2-Formyl-piperidine-1-carboxylicacidtert-butylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCC1C=O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCCC[C@H]1C=O

Technology Process of (S)-tert-butyl 2-formylpiperidine-1-carboxylate

There total 26 articles about (S)-tert-butyl 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: 99.0%

tert-butyl (2S)-2-{[methoxy(methyl)amino]-carbonyl}piperidine-1-carboxylate (203056-27-3) → (S)-1-N-Boc-piperidine-2-al (150521-32-7,132910-78-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2006.05.092

Reference yield: 98.0%

tert-butyl (2S)-2-(hydroxymethyl)piperidine-1-carboxylate (134441-93-3) → (S)-1-N-Boc-piperidine-2-al (150521-32-7,132910-78-2)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 20 ℃;

DOI:10.1021/ol9912534

Reference yield: 76.0%

(S)-1-tert-butyl 2-methyl piperidine-1,2-dicarboxylate (200184-53-8) → (S)-1-N-Boc-piperidine-2-al (150521-32-7,132910-78-2)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1002/adsc.201300531

upstream raw materials:

tert-butyl (2S)-2-(hydroxymethyl)piperidine-1-carboxylate

di-tert-butyl dicarbonate

tert-butyl (2S)-2-{[methoxy(methyl)amino]-carbonyl}piperidine-1-carboxylate

N-Boc-L-pipecolic acid ethyl ester

Downstream raw materials:

(S)-2-(2-oxo-propyl)-piperidine-1-carboxylic acid tert-butyl ester

(2,8-bis-trifluoromethyl-quinolin-4-yl)-piperidin-2-yl-methanol; hydrochloride

(S)-2-vinyl-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "Compound, preparation method thereof, pharmaceutical composition and application of compound". Paragraph 0315; 0319-0321. . Retrieved 2020/01/03.
• 2、 Bugde, Sandesh T.,Volvoikar, Prajesh S.,Tilve, Santosh G.. "Protecting-Group-Directed Regio- and Stereoselective Oxymercuration-Demercuration: Synthesis of Piperidine Alkaloids Containing 1,2- and 1,3-Amino Alcohol Units". . p. 1113 - 1122. Retrieved 2017/12/06.