Tert-butyl 3-formylpiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-formylpiperidine-1-carboxylate
• CAS No.: 118156-93-7
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.277
• Hs Code.: 29333990
• European Community (EC) Number: 688-958-1
• DSSTox Substance ID: DTXSID40922616
• Mol file: 118156-93-7.mol

Synonyms:118156-93-7;Tert-butyl 3-formylpiperidine-1-carboxylate;1-Boc-3-piperidinecarboxaldehyde;N-Boc-3-formylpiperidine;1-BOC-PIPERIDINE-3-CARBOXALDEHYDE;1-Boc-3-formylpiperidine;3-Formylpiperidine-1-carboxylic acid tert-butyl ester;MFCD02179020;1-PIPERIDINECARBOXYLIC ACID, 3-FORMYL-, 1,1-DIMETHYLETHYL ESTER;3-FORMYL-N-(TERT-BUTOXYCARBONYL)PIPERIDINE;3-Formyl-piperidine-1-carboxylic acid tert-butyl ester;Boc-3-piperidinecarboxaldehyde;(R)-1-Boc-3-formyl-piperidine;(S)-1-Boc-3-formyl-piperidine;N-BOC-3-piperidine carboxyaldehyde;1-N-BOC-3-FORMYLPIPERIDINE;1-(tert-Butoxycarbonyl)-3-formylpiperidine;SCHEMBL192730;PIPERIDINE-3-CARBOXALDEHYDE, N-BOC PROTECTED;DTXSID40922616;CTVHINDANRPFIL-UHFFFAOYSA-N;N-boc-piperidine-3-carboxaldehyde;N-Boc-piperidin-3-yl-formaldehyde;1-(Boc)-piperidine-3-carbaldehyde;CS-D0210;BBL101630;STL555426;AKOS004910662;AB10983;AC-7695;PS-3867;SB23204;SB23205;N-tert-butoxycarbonyl-3-formylpiperidine;SY014451;Tert-butyl3-formylpiperidine-1-carboxylate;tert-butyl 3-formyl-1-piperidinecarboxylate;AM20080121;FT-0646870;FT-0773365;tert-butyl 3-formyl-1-piperidine carboxylate;1-tert-butoxycarbonylpiperidine-3-carbaldehyde;EN300-71625;1-(t-butoxycarbonyl)-3-piperidinecarboxaldehyde;1,1-dimethylethyl 3-formyl-1-piperidinecarboxylate;W-204967;(+/-)-N-(t-butoxycarbonyl)-3-piperidinecarboxaldehyde;1-Piperidinecarboxylic acid,3-formyl-,tert-butyl ester;3-formyl-piperidine-1-carboxylic acid tert.-butyl ester;Z1142691295;3-Formylpiperidine-1-carboxylic acid tert-butyl ester, AldrichCPR

Chemical Property of Tert-butyl 3-formylpiperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.519
• Boiling Point: 295.4 °C at 760 mmHg
• PKA: -2.29±0.40(Predicted)
• Flash Point: 132.5 °C
• PSA: 46.61000
• Density: 1.114 g/cm³
• LogP: 1.77030
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Sensitive.: Air Sensitive
• XLogP3: 1.1
• 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% ^*data from raw suppliers

tert-Butyl3-Formylpiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-50-36-22
• Safety Statements: 26-36/37/39-61-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC(C1)C=O
• Uses: 1-Boc-piperidine-3-carboxaldehyde is used as an organic chemical synthesis intermediate.

Technology Process of Tert-butyl 3-formylpiperidine-1-carboxylate

There total 12 articles about Tert-butyl 3-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%

→ 3-formylpiperidine-1-carboxylic acid tert-butyl ester (118156-93-7)

Guidance literature:

Reference yield: 92.0%

(±)-tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate (116574-71-1) → 3-formylpiperidine-1-carboxylic acid tert-butyl ester (118156-93-7)

Guidance literature:

(±)-tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 - 68 ℃; for 0.5h;

With triethylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield: 79.0%

(±)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate (189442-78-2) → 3-formylpiperidine-1-carboxylic acid tert-butyl ester (118156-93-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b01886

upstream raw materials:

(±)-tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate

(±)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate

di-tert-butyl dicarbonate

N-(tert-butyloxycarbonyl)nipecotic acid

Downstream raw materials:

2'-amino-6'-(2-benzyloxy-phenyl)-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile

2'-amino-6'-(2-benzyloxy-phenyl)-1-methyl-1,2,3,4,5,6-hexahydro-[3,4']bipyridinyl-3'-carbonitrile

tert-butyl 3-[2-amino-3-cyano-6-(2-hydroxyphenyl)-4-pyridinyl]-1-piperidinecarboxylate

3'-cyano-6'-(2-hydroxy-phenyl)-2'-methylamino-3,4,5,6-tetrahydro-2H-[3,4']bipyridinyl-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Zhang, Dongfeng,Li, Peng,Gao, Yongxin,Song, Yaoyao,Zhu, Yaqin,Su, Hong,Yang, Beibei,Li, Li,Li, Gang,Gong, Ningbo,Lu, Yang,Shao, Huanjie,Yu, Chunrong,Huang, Haihong. "Discovery of a Candidate Containing an (S)-3,3-Difluoro-1-(4-methylpiperazin-1-yl)-2,3-dihydro-1 H-inden Scaffold as a Highly Potent Pan-Inhibitor of the BCR-ABL Kinase including the T315I-Resistant Mutant for the Treatment of Chronic Myeloid Leukemia". . p. 7434 - 7452. Retrieved 2021/06/25.
• 2、 Knez, Damijan,Colettis, Natalia,Iacovino, Luca G.,Sova, Matej,Pi?lar, Anja,Konc, Janez,Le?nik, Samo,Higgs, Josefina,Kamecki, Fabiola,Mangialavori, Irene,Dol?ak, Ana,?akelj, Simon,Trontelj, Jurij,Kos, Janko,Binda, Claudia,Marder, Mariel,Gobec, Stanislav. "Stereoselective Activity of 1-Propargyl-4-styrylpiperidine-like Analogues That Can Discriminate between Monoamine Oxidase Isoforms A and B". . p. 1361 - 1387. Retrieved 2020/03/10.