Tert-butyl 2-formylpiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-formylpiperidine-1-carboxylate
• CAS No.: 157634-02-1
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.277
• Hs Code.: 2933399090
• European Community (EC) Number: 692-325-5
• DSSTox Substance ID: DTXSID00935747
• Nikkaji Number: J1.220.725E
• Mol file: 157634-02-1.mol

Synonyms:157634-02-1;Tert-butyl 2-formylpiperidine-1-carboxylate;1-Boc-2-piperidinecarbaldehyde;2-FORMYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-Boc-2-Piperidinecarboxaldehyde;1-N-Boc-2-Piperidinecarbaldehyde;TERT-BUTYL 2-FORMYLTETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE;132910-78-2;1-PIPERIDINECARBOXYLIC ACID, 2-FORMYL-, 1,1-DIMETHYLETHYL ESTER;MFCD02179021;2-Formylpiperidine-1-carboxylic acid tert-butyl ester;1-N-Boc-2-Formylpiperidine;N-BOC-2-FORMYLPIPERIDINE;1-Boc-piperidine-2-carbaldehyde;N-BOC-2-piperidine carboxyaldehyde;N-boc-formylpiperidine;N-boc piperidine-2-aldehyde;SCHEMBL1991177;DTXSID00935747;KZNDGAGWQPGYTB-UHFFFAOYSA-N;N-Boc-Piperidine-2-Carboxaldehyde;AKOS005073265;AB10987;AB27718;AB27722;AC-7696;CS-W019131;LC-0719;SY033861;Tert-butyl2-formylpiperidine-1-carboxylate;tert-butyl 2-formylpiperidine 1-carboxylate;tert-butyl 2-formylpiperidine-l-carboxylate;A3466;AM20080417;BB 0263020;FT-0600172;FT-0651380;FT-0651381;EN300-96923;1,1-Dimethylethyl 2-formyl-1-piperidinecarboxylate;Formyl-piperidine-1-carboxylic acid tert-butyl ester;J-524446;Z1299127658

Chemical Property of 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.: Inert atmosphere,Store in freezer, under -20°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:

95% Min ^*data from raw suppliers

N-Boc-2-piperidineCarboxyaldehyde ^*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

Technology Process of Tert-butyl 2-formylpiperidine-1-carboxylate

There total 16 articles about 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: 97.0%

tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate (157634-00-9) → tert-butyl 2-formylpiperidine-1-carboxylate (157634-02-1,132910-78-2)

Guidance literature:

With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/j.tet.2005.01.048

Reference yield: 95.0%

→ tert-butyl 2-formylpiperidine-1-carboxylate (157634-02-1,132910-78-2)

Guidance literature:

Reference yield: 94.0%

2-(methoxy-N-methylcarbamoyl)piperidine-1-carboxylic acid tert-butyl ester (211310-10-0) → tert-butyl 2-formylpiperidine-1-carboxylate (157634-02-1,132910-78-2)

Guidance literature:

2-(methoxy-N-methylcarbamoyl)piperidine-1-carboxylic acid tert-butyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.666667h;

With water; In tetrahydrofuran; ethyl acetate;

upstream raw materials:

(+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate

t-butyl piperidinecarboxylate

N,N-dimethyl-formamide

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

Downstream raw materials:

tert-butyl 2-ethynylpiperidine-1-carboxylate

2-{[(4-methyl-phenyl)-sulfonyl]-hydrazonomethyl}-piperidine-1-carboxylic acid tert-butyl ester

1,3-thiazole

tert-butyl 2-((1S,2S)-2-(3,5-difluorobenzyl)-3-((s)-4-benzyl-2-oxooxazolidin-3-yl)-1-hydroxy-3-oxopropyl)piperidine-1-carboxylate

Refernces

• 1、 Lim, Ngiap-Kie,Zhang, Haiming,Sowell, C. Gregory,Gosselin, Francis. "A fit for purpose synthesis of Bruton's tyrosine kinase inhibitor GDC-0852". . . Retrieved 2020/10/02.
• 2、 Orcel, Ugo,Waser, Jerome. "One-Pot Three-Component Synthesis of Vicinal Diamines via In Situ Aminal Formation and Carboamination". supporting information. p. 12881 - 12885. Retrieved 2016/10/04.