N-Benzyloxycarbonyl-6-aminocaproic acid

Base Information

• Chemical Name: N-Benzyloxycarbonyl-6-aminocaproic acid
• CAS No.: 1947-00-8
• Molecular Formula: C14H19NO4
• Molecular Weight: 265.309
• European Community (EC) Number: 217-748-0
• NSC Number: 92812
• DSSTox Substance ID: DTXSID00173107
• Nikkaji Number: J199.766A
• Wikidata: Q72441889
• ChEMBL ID: CHEMBL451296
• Mol file: 1947-00-8.mol

Synonyms:1947-00-8;Z-6-Aminohexanoic acid;N-Benzyloxycarbonyl-6-aminocaproic acid;Z-epsilon-Acp-OH;6-(((Benzyloxy)carbonyl)amino)hexanoic acid;Z-|A-Acp-OH;6-(benzyloxycarbonylamino)hexanoic acid;6-{[(benzyloxy)carbonyl]amino}hexanoic acid;6-(phenylmethoxycarbonylamino)hexanoic acid;MFCD00004423;Z-epsilon-Aminocaproic acid;N-Cbz-6-aminohexanoic acid;N-Carbobenzoxy-epsilon-aminocaproic acid;6-(((Phenylmethoxy)carbonyl)amino)hexanoic acid;n-carbobenzoxy-6-aminohexanoic acid;6-benzyloxycarbonylaminohexanoic acid;EINECS 217-748-0;NSC-92812;N-carbobenzoxy-epsilon-aminocaproicacid;N-benzyloxycarbonyl-6-aminohexanoic acid;6-[[(Phenylmethoxy)carbonyl]amino]hexanoic acid;Z-6-aminohexanoic acid;Z-epsilonAhx-OH;Z-Acp-OH;Cbz-|A- Aminocaproic acid;Cbz-epsilon- Aminocaproic acid;NSC92812;NSC 92812;Z--aminocaproic acid;Z-?-Acp-OH;Z-Acp(6)-OH;6-(Cbz-amino)hexanoic Acid;SCHEMBL125577;CHEMBL451296;N-Cbz-epsilon-aminocaproic Acid;Z-6-Aminohexanoic acid, 98%;DTXSID00173107;Z-Ahx-OH;6-(Carbobenzyloxyamino)caproic acid;6-benzyloxycarbonylaminocaproic acid;6-(carbobenzyloxyamino) caproic acid;6-Benzyloxycarbonylamino hexanoic acid;6-benzyloxycarbonylamino-hexanoic acid;6-(Benzyloxycarbonylamino)caproic acid;AKOS000169737;AB10175;AM82441;CS-W014593;epsilon-benzyloxycarbonylaminocaproic acid;6-[(benzyloxy)carbonylamino]hexanoic acid;AS-17943;N-carbobenzyloxy-epsilon-aminocaproic acid;SY049890;C2757;FT-0662866;EN300-121137;A880180;Hexanoic acid, 6-(carboxyamino)-, N-benzyl ester;J-300331;N-Benzyloxycarbonyl-6-aminohexanoic acid;6-[[(Phenylmethoxy)carbonyl]amino]-hexanoic Acid;6-(N-Benzyloxycarbonylamino)hexanoic Acid;N-(Benzyloxycarbonyl)-6-aminohexanoic Acid

Chemical Property of N-Benzyloxycarbonyl-6-aminocaproic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 1.41E-09mmHg at 25°C
• Melting Point: 54-57 °C(lit.)
• Refractive Index: 1.5110 (estimate)
• Boiling Point: 468.427 °C at 760 mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 237.096 °C
• PSA: 75.63000
• Density: 1.163 g/cm³
• LogP: 2.94870
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 265.13140809
• Heavy Atom Count: 19
• Complexity: 275

Purity/Quality:

98%,99%, ^*data from raw suppliers

Z-6-aminohexanoic acid 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCCCCCC(=O)O

Technology Process of N-Benzyloxycarbonyl-6-aminocaproic acid

There total 14 articles about N-Benzyloxycarbonyl-6-aminocaproic 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: 100.0%

N-benzyloxycarbonyl-6-amino-1-hexanol (17996-12-2) → 6-(benzyloxycarbonylamino)hexanoic acid (1947-00-8)

Guidance literature:

With 4-(polystyrylMeO)-2,2,6,6-tetraMepiperidin-1-yloxy radical; PS-CH₂Me₃(+)*ClO₂(-); PS-CH₂NMe₃(+)*H₂PO₄(-); potassium bromide; In water; acetonitrile; at 20 ℃; for 36h;

DOI:10.1039/b201776h

Reference yield: 99.0%

benzyl chloroformate (501-53-1,94274-21-2) + 6-aminohexanoic acid (60-32-2,93208-38-9) → 6-(benzyloxycarbonylamino)hexanoic acid (1947-00-8)

Guidance literature:

With sodium hydroxide; In water; at 0 - 20 ℃;

DOI:10.1021/jo070641d

Reference yield: 96.0%

6-oxo-hexyl-carbamic acid benzyl ester (98648-05-6) → 6-(benzyloxycarbonylamino)hexanoic acid (1947-00-8)

Guidance literature:

With phosphate-buffered silica gel supported KMnO₄; In cyclohexane; at 20 ℃;

DOI:10.1055/s-2001-17448

upstream raw materials:

6-aminohexanoic acid

benzyl chloroformate

1-(benzyloxycarbonyl)-3-methylimidazolium chloride

6-oxo-hexyl-carbamic acid benzyl ester

Downstream raw materials:

N,N'-Bis-(6-benzyloxycarbonylamino-hexanoyl)-hexamethylendiamin

{5-[7-(6-Benzyloxycarbonylamino-hexanoylamino)-heptylcarbamoyl]-pentyl}-carbamic acid benzyl ester

{5-[9-(6-Benzyloxycarbonylamino-hexanoylamino)-nonylcarbamoyl]-pentyl}-carbamic acid benzyl ester

Z-Aca-PHA

Refernces

• 1、 Tarozzi, Andrea,Marchetti, Chiara,Nicolini, Benedetta,D'Amico, Massimo,Ticchi, Nicole,Pruccoli, Letizia,Tumiatti, Vincenzo,Simoni, Elena,Lodola, Alessio,Mor, Marco,Milelli, Andrea,Minarini, Anna. "Combined inhibition of the EGFR/AKT pathways by a novel conjugate of quinazoline with isothiocyanate". . p. 283 - 291. Retrieved 2016.
• 2、 Zhao, Yi,Zhang, Li,Peng, Yao,Yue, Qiming,Hai, Li,Guo, Li,Wang, Qiantao,Wu, Yong. "GLUT1-mediated venlafaxine-thiamine disulfide system-glucose conjugates with “lock-in” function for central nervous system delivery". . p. 707 - 716. Retrieved 2018.
• 3、 -. "MACROCYCLIC COMPOUNDS USEFUL AS CHITINASE INHIBITORS". Paragraph 0126; 0136; 0138. . Retrieved 2021/07/29.
• 4、 Maccari, Giorgio,Deodato, Davide,Fiorucci, Diego,Orofino, Francesco,Truglio, Giuseppina I.,Pasero, Carolina,Martini, Riccardo,De Luca, Filomena,Docquier, Jean-Denis,Botta, Maurizio. "Design and synthesis of a novel inhibitor of T. Viride chitinase through an in silico target fishing protocol". supporting information. p. 3332 - 3336. Retrieved 2017/07/07.