2-([(Tert-butoxy)carbonyl]amino)pentanoic acid

Base Information

• Chemical Name: 2-([(Tert-butoxy)carbonyl]amino)pentanoic acid
• CAS No.: 521286-38-4
• Molecular Formula: C₁₀H₁₉NO₄
• Molecular Weight: 217.265
• European Community (EC) Number: 818-447-2
• NSC Number: 343953,186911
• DSSTox Substance ID: DTXSID20307083
• Mol file: 521286-38-4.mol

Synonyms:521286-38-4;rac-Boc Norvaline;2-([(TERT-BUTOXY)CARBONYL]AMINO)PENTANOIC ACID;2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;2-{[(tert-butoxy)carbonyl]amino}pentanoic acid;2-((tert-Butoxycarbonyl)amino)pentanoic acid;Boc-D-2-aminovaleric acid;2-tert-Butoxycarbonylamino-pentanoic acid;2-(Boc-amino)pentanoic Acid;MFCD00270725;2-[(tert-butoxycarbonyl)amino]pentanoic acid;MFCD00037268;Boc-DL-norvaline;NSC343953;N-Boc-aminovaleric acid;Norvaline,N-[(1,1-dimethylethoxy)carbonyl]-(9CI);SCHEMBL1231627;DTXSID20307083;t-butoxycarbonylamino valeric acid;INWOAUUPYIXDHN-UHFFFAOYSA-N;STR07898;NSC186911;AKOS009157797;NSC-186911;NSC-343953;SY017991;CS-0453253;FT-0640466;FT-0658255;FT-0663546;EN300-62478;D86426;2-([(TERT-BUTOXY)CARBONYL]AMINO)PENTANOICACID;Z444321096

Chemical Property of 2-([(Tert-butoxy)carbonyl]amino)pentanoic acid

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 217.13140809
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

≥95% ^*data from raw suppliers

rac-BocNorvaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C(=O)O)NC(=O)OC(C)(C)C
• Uses: rac-Boc Norvaline is used in the preparation of 4-phenylpiperidine-substituted amino acid derivatives, particularly Valine amides, as modulators of chemokine receptor activity and their use in the treatment of inflammatory and autoimmune diseases.

Technology Process of 2-([(Tert-butoxy)carbonyl]amino)pentanoic acid

There total 3 articles about 2-([(Tert-butoxy)carbonyl]amino)pentanoic 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: 91.0%

→ t-butoxycarbonylaminovaleric acid (521286-38-4)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; at 20 ℃;

Reference yield: 83.0%

2-aminopentanoic acid (760-78-1,498-18-0) + di-tert-butyl dicarbonate (24424-99-5) → t-butoxycarbonylaminovaleric acid (521286-38-4)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; at 20 ℃; for 36h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01299

Reference yield:

5-aminopentanoic acid (660-88-8) → t-butoxycarbonylaminovaleric acid (521286-38-4)

Guidance literature:

In hexane;

upstream raw materials:

5-aminopentanoic acid

2-aminopentanoic acid

di-tert-butyl dicarbonate

Downstream raw materials:

(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl (S)-2-<(tert-butoxycarbonyl)amino>pentanoate

(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl (R)-2-<(tert-butoxycarbonyl)amino>pentanoate

{1-[({[(dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-carbamic acid tert-butyl ester

2-amino-1-(4-chlorophenyl)pentan-1-one