6-amino-N-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide

Base Information

• Chemical Name: 6-amino-N-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide
• CAS No.: 38822-56-9
• Molecular Formula: C12H24N2O6
• Molecular Weight: 292.332
• Hs Code.: 29329990
• DSSTox Substance ID: DTXSID00400920
• Mol file: 38822-56-9.mol

Synonyms:38822-56-9;6-amino-N-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide;N-epsilon-Aminocaproyl-beta-D-galactopyranosylamine;N-(e-Aminocaproyl)-b-D-galactopyranosyl amine;DTXSID00400920;AKOS030255614;FT-0629278;6-AMINO-N-BETA-D-GALACTOPYRANOSYLHEXANAMIDE;N- epsilon -Aminocaproyl- beta -D-galactopyranosylamine

Chemical Property of 6-amino-N-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide

Chemical Property:

• Melting Point: 206-208°C
• PSA: 145.27000
• LogP: -1.48720
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly, Heated), Water (Slightly)
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 292.16343649
• Heavy Atom Count: 20
• Complexity: 304

Purity/Quality:

98%Min ^*data from raw suppliers

N-ε-Aminocaproyl-β-D-galactopyranosylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCC(=O)NC1C(C(C(C(O1)CO)O)O)O)CCN
• Uses: N-ε-Aminocaproyl-β-D-galactopyranosylamine is used for the preparation of sugar specific antibodies using liposomes.

Technology Process of 6-amino-N-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide

There total 4 articles about 6-amino-N-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]hexanamide 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:

6-(tert-butoxycarbonylamino)hexanoic acid (6404-29-1) → N-(ε-aminocaproyl)-β-D-galactopyranosylamine (38822-56-9,52116-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / Et₃N / toluene / 48 h / 20 °C

2: NaOH / methanol

3: TFA

With sodium hydroxide; triethylamine; trifluoroacetic acid; In methanol; toluene; 1: Addition / 2: Deacetylation / 3: deacylation;

DOI:10.1016/S0040-4039(99)02216-9

Reference yield:

2,3,4,6-tetra-O-Acetyl-β-D-galactopyranosyl isothiocyanate (14152-97-7,18866-59-6,93221-21-7,121959-10-2,121959-11-3,122564-52-7,41135-18-6) → N-(ε-aminocaproyl)-β-D-galactopyranosylamine (38822-56-9,52116-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / Et₃N / toluene / 48 h / 20 °C

2: NaOH / methanol

3: TFA

With sodium hydroxide; triethylamine; trifluoroacetic acid; In methanol; toluene; 1: Addition / 2: Deacetylation / 3: deacylation;

DOI:10.1016/S0040-4039(99)02216-9

Reference yield:

1N-(tert-butoxycarbonyl-6-aminohexanoyl)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylamine (263762-44-3) → N-(ε-aminocaproyl)-β-D-galactopyranosylamine (38822-56-9,52116-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / methanol

2: TFA

With sodium hydroxide; trifluoroacetic acid; In methanol; 1: Deacetylation / 2: deacylation;

DOI:10.1016/S0040-4039(99)02216-9

upstream raw materials:

6-(tert-butoxycarbonylamino)hexanoic acid

2,3,4,6-tetra-O-Acetyl-β-D-galactopyranosyl isothiocyanate

1N-(tert-butoxycarbonyl-6-aminohexanoyl)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosylamine

Refernces