1-tert-Butyl 3-ethyl 3-benzylpiperidine-1,3-dicarboxylate

Base Information

• Chemical Name: 1-tert-Butyl 3-ethyl 3-benzylpiperidine-1,3-dicarboxylate
• CAS No.: 170842-80-5
• Molecular Formula: C20H29NO4
• Molecular Weight: 347.455
• Hs Code.: 2933399090
• European Community (EC) Number: 691-181-0
• DSSTox Substance ID: DTXSID40599281
• Mol file: 170842-80-5.mol

Synonyms:170842-80-5;1-tert-Butyl 3-ethyl 3-benzylpiperidine-1,3-dicarboxylate;Ethyl 1-Boc-3-benzylpiperidine-3-carboxylate;3-Benzylpiperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester;1-O-tert-butyl 3-O-ethyl 3-benzylpiperidine-1,3-dicarboxylate;MFCD11500859;3-Benzylpiperidine-1,3-dicarboxylic acid1-tert-butyl ester 3-ethyl ester;3-BENZYL-PIPERIDINE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 3-ETHYL ESTER;SCHEMBL6862156;DTXSID40599281;ZTGGNYIHGLOCJH-UHFFFAOYSA-N;CS-M2146;VGA84280;BBL101105;STL554901;AKOS005256887;1,3-Piperidinedicarboxylic acid, 3-(phenylmethyl)-, 1-(1,1-dimethylethyl) 3-ethyl ester;MS-20149;SY031421;F11608;1-Boc-3-benzylpiperidine-3-carboxylic acid ethyl ester;1-tert-Butyl3-ethyl3-benzylpiperidine-1,3-dicarboxylate;(+/-)-N-(t-butoxycarbonyl)-3-(carboethoxy)-3-(phenylmethyl)-piperidine;3-Benzylpiperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester, AldrichCPR

Chemical Property of 1-tert-Butyl 3-ethyl 3-benzylpiperidine-1,3-dicarboxylate

Chemical Property:

• Boiling Point: 431.8±38.0 °C(Predicted)
• PKA: -2.40±0.40(Predicted)
• PSA: 55.84000
• Density: 1.101±0.06 g/cm3(Predicted)
• LogP: 3.74740
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 347.20965841
• Heavy Atom Count: 25
• Complexity: 465

Purity/Quality:

97% ^*data from raw suppliers

1-tert-Butyl3-Ethyl3-Benzylpiperidine-1,3-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CCCN(C1)C(=O)OC(C)(C)C)CC2=CC=CC=C2

Technology Process of 1-tert-Butyl 3-ethyl 3-benzylpiperidine-1,3-dicarboxylate

There total 5 articles about 1-tert-Butyl 3-ethyl 3-benzylpiperidine-1,3-dicarboxylate 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:

ethyl N-(t-butyloxycarbonyl)nipecotate (148672-74-6,130250-54-3) + benzyl bromide (100-39-0) → 3-Benzylpiperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (170842-80-5)

Guidance literature:

With lithium hexamethyldisilazane; Multistep reaction; 1.) THF, -78 deg C, 2.) THF, from -78 deg C to 0 deg C;

DOI:10.1021/jm9800191

Reference yield:

(42/58) MeCN + (42/58→62/38) MeCN + (62/38) MeCN + S-3-Carbethoxy-3-benzyl-2-hydroxy-N-Boc-piperidine + phosphoric acid (86119-84-8,7664-38-2) + boron trifluoride (7637-07-2) + tert-butyl nitrosoformate (121893-20-7) → 3-Benzylpiperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (170842-80-5)

Guidance literature:

With triethylsilane; trifluoroborane diethyl ether; In dichloromethane;

Reference yield:

ethyl N-(t-butyloxycarbonyl)nipecotate (148672-74-6,130250-54-3) + benzyl bromide (100-39-0) + lithium diisopropyl amide (4111-54-0) → 3-Benzylpiperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (170842-80-5)

Guidance literature:

In tetrahydrofuran;

upstream raw materials:

ethyl N-(t-butyloxycarbonyl)nipecotate

benzyl bromide

di-tert-butyl dicarbonate

Ethyl nipecotate

Downstream raw materials:

3-Benzyl-piperidine-3-carboxylic acid ethyl ester

(S)-3-carbethoxy-3-benzylpiperidine

(S)-3-Benzyl-1-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionyl]-piperidine-3-carboxylic acid ethyl ester

(S)-3-Benzyl-1-[(R)-2-(2-tert-butoxycarbonylamino-2-methyl-propionylamino)-3-(1H-indol-3-yl)-propionyl]-piperidine-3-carboxylic acid ethyl ester