N-Biotinyl-N'-Boc-1,6-hexanediamine

Base Information

• Chemical Name: N-Biotinyl-N'-Boc-1,6-hexanediamine
• CAS No.: 153162-70-0
• Molecular Formula: C21H38 N4 O4 S
• Molecular Weight: 442.623
• DSSTox Substance ID: DTXSID40451517
• Wikidata: Q82271582
• Mol file: 153162-70-0.mol

Synonyms:N-Biotinyl-N'-Boc-1,6-hexanediamine;153162-70-0;N-[6-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1 -oxopentyl]amino]hexyl]-carbamic Acid 1,1-Dimethylethyl Ester;tert-butyl N-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexyl]carbamate;SCHEMBL7936987;DTXSID40451517;N-Biotinyl-N inverted exclamation mark -Boc-1,6-hexanediamine;AKOS030241866;N-Biotinyl-N/'-Boc-1,6-hexanediamine;J-008987

Chemical Property of N-Biotinyl-N'-Boc-1,6-hexanediamine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 173.7 °C
• Refractive Index: 1.511
• Boiling Point: 719.313°C at 760 mmHg
• PKA: 12.93±0.46(Predicted)
• Flash Point: 388.827°C
• PSA: 133.86000
• Density: 1.112g/cm³
• LogP: 4.35290
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 14
• Exact Mass: 442.26137688
• Heavy Atom Count: 30
• Complexity: 582

Purity/Quality:

97% ^*data from raw suppliers

N-Biotinyl-N’-Boc-1,6-hexanediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCCCNC(=O)CCCCC1C2C(CS1)NC(=O)N2
• Isomeric SMILES: CC(C)(C)OC(=O)NCCCCCCNC(=O)CCCC[C@H]1[C@@H]2[C@H](CS1)NC(=O)N2

Technology Process of N-Biotinyl-N'-Boc-1,6-hexanediamine

There total 6 articles about N-Biotinyl-N'-Boc-1,6-hexanediamine 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%

N-(tert-butoxycarbonyl)-1,6-diaminohexane hydrochloride (65915-94-8) + biotin (58-85-5,22879-79-4) → tert-butyl (6-(5-((3aS,4S,6aR)-3a,6a-dimethyl-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexyl)carbamate (153162-70-0)

Guidance literature:

With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm800099g

Reference yield: 90.0%

tert-butyl N-(6-aminohexyl)carbamate (51857-17-1) + biotin N-Hydroxysuccinimide ester (35013-72-0) → tert-butyl (6-(5-((3aS,4S,6aR)-3a,6a-dimethyl-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexyl)carbamate (153162-70-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.jconrel.2020.09.013

Reference yield: 89.0%

tert-butyl N-(6-aminohexyl)carbamate (51857-17-1) + biotin (58-85-5,22879-79-4) → tert-butyl (6-(5-((3aS,4S,6aR)-3a,6a-dimethyl-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexyl)carbamate (153162-70-0)

Guidance literature:

With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acs.jmedchem.7b00622

upstream raw materials:

N-(tert-butoxycarbonyl)-1,6-diaminohexane hydrochloride

biotin

tert-butyl N-(6-aminohexyl)carbamate

5-tert-butoxycarbonylamino-1-aminopentane

Downstream raw materials:

N-(6-aminohexyl)-5-((3aS,4S,6aR)-3a,6a-dimethyl-2-oxohexahydro-1H-thieno[3,4-d] imidazol-4-yl)pentanamide

4-benzoyl-N-(6-oxo-6-(6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)-hexylamino)-5-(4-sulfamoylbenzamido)hexyl)benzamide

4-benzoyl-N-(5-(4-methoxybenzamido)-6-oxo-6-(6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexylamino)hexyl)benzamide

5-[(3aS,4S,6aR,) -2-oxohexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-(6-aminohexyl)pentanamide hydrochloride