20-(11-Mercaptoundecanyloxy)-3,6,9,12,15,18-hexaoxaeicosane-1-amine,hydrochloride

Base Information

• Chemical Name: 20-(11-Mercaptoundecanyloxy)-3,6,9,12,15,18-hexaoxaeicosane-1-amine,hydrochloride
• CAS No.: 496839-01-1
• Molecular Formula: C₂₃H₄₉NO₆S
• Molecular Weight: 467.711
• Mol file: 496839-01-1.mol

Synonyms:20-(11-Mercaptoundecanyloxy)-3,6,9,12,15,18-hexaoxaeicosane-1-amine,hydrochloride

Chemical Property of 20-(11-Mercaptoundecanyloxy)-3,6,9,12,15,18-hexaoxaeicosane-1-amine,hydrochloride

Chemical Property:

• PSA: 129.43000
• LogP: 5.00430

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 20-(11-Mercaptoundecanyloxy)-3,6,9,12,15,18-hexaoxaeicosane-1-amine,hydrochloride

There total 8 articles about 20-(11-Mercaptoundecanyloxy)-3,6,9,12,15,18-hexaoxaeicosane-1-amine,hydrochloride 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: 66.0%

S-(1-azido-3,6,9,12,15,18-hexaoxanonacosan-29-yl) ethanethioate (578730-38-8) → HS-(CH2)11-(EG)6-NH2 (496839-01-1)

Guidance literature:

S-(1-azido-3,6,9,12,15,18-hexaoxanonacosan-29-yl) ethanethioate; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With water; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1002/chem.200902693

Reference yield: 62.3%

C25H51NO7S → HS-(CH2)11-(EG)6-NH2 (496839-01-1)

Guidance literature:

With hydrogenchloride; water; In methanol; Reflux; Inert atmosphere;

DOI:10.1002/chem.201100084

Reference yield:

O-tosyl-(ω-undec-10-enyl) hexaethylene glycol (1043884-40-7) → HS-(CH2)11-(EG)6-NH2 (496839-01-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: α,α'-azodiizobutyramidine-dihydrochloride / methanol / Reflux; Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

4.1: hydrogenchloride; water / methanol / Reflux; Inert atmosphere

With hydrogenchloride; water; α,α'-azodiizobutyramidine-dihydrochloride; sodium hydride; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201100084

upstream raw materials:

S-(1-azido-3,6,9,12,15,18-hexaoxanonacosan-29-yl) ethanethioate

O-tosyl-(ω-undec-10-enyl) hexaethylene glycol

C₃₃H₆₃NO₁₀

pentaethylene glycol

Downstream raw materials:

C₄₂H₆₃NO₆S

Refernces

• 1、 Kopitzki, Sebastian,Jensen, Knud J.,Thiem, Joachim. "Synthesis of benzaldehyde-functionalized glycans: A novel approach towards glyco-SAMs as a tool for surface plasmon resonance studies". experimental part. p. 7017 - 7029. Retrieved 2010/09/10.