N-Boc-N-cyclopentyl-amino-acetic acid

Base Information

• Chemical Name: N-Boc-N-cyclopentyl-amino-acetic acid
• CAS No.: 172834-23-0
• Molecular Formula: C₁₂H₂₁NO₄
• Molecular Weight: 243.303
• Hs Code.: 2922509090
• European Community (EC) Number: 674-686-0
• DSSTox Substance ID: DTXSID40442147
• Wikidata: Q82259264
• Mol file: 172834-23-0.mol

Synonyms:172834-23-0;N-Boc-N-cyclopentyl-amino-acetic acid;2-((tert-Butoxycarbonyl)(cyclopentyl)amino)acetic acid;2-[cyclopentyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetic Acid;Glycine,N-cyclopentyl-N-[(1,1-dimethylethoxy)carbonyl]-;MFCD08689647;2-{[(tert-butoxy)carbonyl](cyclopentyl)amino}acetic acid;N-Boc-N-cyclopentylglycine;SCHEMBL992260;DTXSID40442147;AKOS010043893;AM83668;FS-5735;CS-0434039;N-(tert-butoxycarbonyl)-N-cyclopentylglycine;EN300-49677;F80158;2-((tert-Butoxycarbonyl)(cyclopentyl)amino)aceticacid

Chemical Property of N-Boc-N-cyclopentyl-amino-acetic acid

Chemical Property:

• PSA: 66.84000
• LogP: 2.25070
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 243.14705815
• Heavy Atom Count: 17
• Complexity: 289

Purity/Quality:

99% ^*data from raw suppliers

2-{[(tert-Butoxy)carbonyl](cyclopentyl)amino}acetic acid 98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(CC(=O)O)C1CCCC1

Technology Process of N-Boc-N-cyclopentyl-amino-acetic acid

There total 8 articles about N-Boc-N-cyclopentyl-amino-acetic acid 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: 92.6%

C14H25NO4 (1044756-99-1) → Nα-Boc-N-cyclopentylglycine (172834-23-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 5h;

DOI:10.1016/j.cclet.2021.02.039

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + bromoacetic acid (79-08-3) + Cyclopentamine (1003-03-8) → Nα-Boc-N-cyclopentylglycine (172834-23-0)

Guidance literature:

bromoacetic acid; Cyclopentamine; In diethyl ether; at 0 ℃;

di-tert-butyl dicarbonate; With triethylamine; In 1,4-dioxane; water; at 20 ℃; for 5h;

Reference yield:

(tert-Butoxycarbonyl-cyclopentyl-amino)-acetic acid benzyl ester (172834-22-9) → Nα-Boc-N-cyclopentylglycine (172834-23-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 24h; under 2223.7 Torr; Yield given; Ambient temperature;

DOI:10.1021/jm950716i

upstream raw materials:

(tert-Butoxycarbonyl-cyclopentyl-amino)-acetic acid benzyl ester

di-tert-butyl dicarbonate

Cyclopentamine

benzyl 2-(cyclopentylamino)acetate

Refernces

• 1、 -. "DIPEPTIDYL PEPTIDASE INHIBITORS". Page 76; Figure 3. . Retrieved 2010/02/08.
• 2、 Goodfellow, Val S.,Marathe, Manoj V.,Kuhlman, Karen G.,Fitzpatrick, Timothy D.,Cuadrado, David,Hanson, Wendy,Zuzack, John S.,Ross, Sherman E.,Wieczorek, Maciej,Burkard, Michael,Whalley, Eric T.. "Bradykinin receptor antagonists containing N-substituted amino acids: In vitro and in vivo B2 and B1 receptor antagonist activity". . p. 1472 - 1484. Retrieved 2007/10/03.