Boc-21-amino-4,7,10,13,16,19-hexaoxaheneicosanoic acid

Base Information

• Chemical Name: Boc-21-amino-4,7,10,13,16,19-hexaoxaheneicosanoic acid
• CAS No.: 882847-13-4
• Molecular Formula: C₂₀H₃₉NO₁₀
• Molecular Weight: 453.53
• Hs Code.: 29225090
• DSSTox Substance ID: DTXSID20373187
• Wikidata: Q72482229
• Mol file: 882847-13-4.mol

Synonyms:882847-13-4;t-Boc-N-amido-PEG6-acid;BOC-21-AMINO-4,7,10,13,16,19-HEXAOXAHENEICOSANOIC ACID;Boc-NH-PEG6-CH2CH2COOH;21-(Boc-amino)-4,7,10,13,16,19-hexaoxaheneicosanoic acid;Boc-N-amido-PEG6-acid;t-boc-N-amido-PEG6-propionic acid;3-[2-[2-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid;2,2-dimethyl-4-oxo-3,8,11,14,17,20,23-heptaoxa-5-azahexacosan-26-oic acid;MFCD07781255;21-[(tert-Butoxycarbonyl)amino]-4,7,10,13,16,19-hexaoxaheneicosanoic Acid;Boc-NH-PEG6-COOH;t-Boc-NH-amido-PEG6-COOH;BocNH-PEG6-CH2CH2COOH;SCHEMBL14671684;DTXSID20373187;AKOS025404052;CS-W020984;HY-W040244;BP-21636;DS-10069;SY077966;B5651;F52571;BOC-21-AMINO-4,7,10,13,16,19-HEXAOXAHENEICOSANOICACID;21-(Boc-amino)-4,7,10,13,16,19-hexaoxaheneicosanoic acid, purum, >=97.0% (H-NMR)

Chemical Property of Boc-21-amino-4,7,10,13,16,19-hexaoxaheneicosanoic acid

Chemical Property:

• PSA: 131.01000
• LogP: 1.47630
• Storage Temp.: 2-8°C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 23
• Exact Mass: 453.25739644
• Heavy Atom Count: 31
• Complexity: 442

Purity/Quality:

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

Boc-21-amino-4,7,10,13,16,19-hexaoxaheneicosanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCC(=O)O
• Description: t-Boc-N-amido-PEG6-acid is a PEG linker containing a terminal carboxylic acid and Boc-protected amino group. The hydrophilic PEG spacer increases solubility in aqueous media. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine.

Technology Process of Boc-21-amino-4,7,10,13,16,19-hexaoxaheneicosanoic acid

There total 6 articles about Boc-21-amino-4,7,10,13,16,19-hexaoxaheneicosanoic 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:

di-tert-butyl dicarbonate (24424-99-5) + 3-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (905954-28-1) → 1-{[(tert-butoxy)carbonyl]amino}-3,6,9,12,15,18-hexaoxahenicosan-21-oic acid (882847-13-4)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; at 0 - 20 ℃; for 2h;

Reference yield:

pentaethylene glycol (2615-15-8) → 1-{[(tert-butoxy)carbonyl]amino}-3,6,9,12,15,18-hexaoxahenicosan-21-oic acid (882847-13-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium / tetrahydrofuran / 20 °C

1.2: 16 h / 20 °C

2.1: triethylamine / dichloromethane / 0 - 20 °C

3.1: sodium azide / N,N-dimethyl-formamide / 50 °C

4.1: triphenylphosphine / tetrahydrofuran; water / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

6.1: sodium hydrogencarbonate / dichloromethane; water / 2 h / 0 - 20 °C

With sodium azide; sodium; sodium hydrogencarbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

tert-butyl 1-hydroxy-3,6,9,12,15,18-hexaoxahenicosan-21-oate (361189-64-2,892154-71-1) → 1-{[(tert-butoxy)carbonyl]amino}-3,6,9,12,15,18-hexaoxahenicosan-21-oic acid (882847-13-4)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: sodium azide / N,N-dimethyl-formamide / 50 °C

3: triphenylphosphine / tetrahydrofuran; water / 20 °C

4: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

5: sodium hydrogencarbonate / dichloromethane; water / 2 h / 0 - 20 °C

With sodium azide; sodium hydrogencarbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

pentaethylene glycol

tert-butyl 1-hydroxy-3,6,9,12,15,18-hexaoxahenicosan-21-oate

tert-butyl 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate

tert-butyl 1-amino-3,6,9,12,15,18-hexaoxahenicosan-21-oate