N-(n-Nonyl)deoxygalactonojirimycin

Base Information

• Chemical Name: N-(n-Nonyl)deoxygalactonojirimycin
• CAS No.: 223771-83-3
• Molecular Formula: C₁₅H₃₁NO₄
• Molecular Weight: 289.415
• Mol file: 223771-83-3.mol

Synonyms:N-Nonyldeoxygalactonojirimycin

Chemical Property of N-(n-Nonyl)deoxygalactonojirimycin

Chemical Property:

• Melting Point: 116-118°C
• Boiling Point: 451.7±45.0 °C(Predicted)
• PKA: 13.72±0.70(Predicted)
• PSA: 84.16000
• Density: 1.112±0.06 g/cm3(Predicted)
• LogP: 0.43410
• Storage Temp.: -20°C Freezer

Purity/Quality:

97% ^*data from raw suppliers

N-Nonyldeoxygalactonojirimycin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An inhibitor of galactosidase An inhibitor of galactosidase.

Technology Process of N-(n-Nonyl)deoxygalactonojirimycin

There total 40 articles about N-(n-Nonyl)deoxygalactonojirimycin 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%

(3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-1-nonyl-piperidin-3-ol (888323-22-6) → N-nonyl 1-deoxymannojirimycin (223771-83-3,81117-35-3)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/j.tetlet.2006.02.157

Reference yield: 100.0%

(2R,3S,4S,5S)-4-Benzyloxy-2-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-1-nonyl-piperidin-3-ol (888323-20-4) → N-nonyl 1-deoxygalactonojirimycin (223771-83-3,81117-35-3)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/j.tetlet.2006.02.157

Reference yield: 90.0%

1,5-dideoxy-1,5-imino-D-glucitol (19130-96-2) + 1-Bromononane (693-58-3) → (2R,3R,4R,5S)-2-(hydroxymethyl)-1-nonylpiperidine-3,4,5-triol (223771-83-3,81117-35-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 3h; Reagent/catalyst; Solvent; Temperature; Microwave irradiation;

upstream raw materials:

1,5-dideoxy-1,5-imino-D-glucitol

1-Bromononane

(3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-1-nonyl-piperidin-3-ol

(2R,3S,4S,5S)-4-Benzyloxy-2-benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-1-nonyl-piperidin-3-ol

Refernces

• 1、 Lahav, Dani?l,Liu, Bing,Van Den Berg, Richard J.B.H.N.,Van Den Nieuwendijk, Adrianus M. C. H.,Wennekes, Tom,Ghisaidoobe, Amar T.,Breen, Imogen,Ferraz, Maria J.,Kuo, Chi-Lin,Wu, Liang,Geurink, Paul P.,Ovaa, Huib,Van Der Marel, Gijsbert A.,Van Der Stelt, Mario,Boot, Rolf G.,Davies, Gideon J.,Aerts, Johannes M. F. G.,Overkleeft, Herman S.. "A Fluorescence Polarization Activity-Based Protein Profiling Assay in the Discovery of Potent, Selective Inhibitors for Human Nonlysosomal Glucosylceramidase". supporting information. p. 14192 - 14197. Retrieved 2017/10/17.
• 2、 -. "IMINOSUGARS AND METHODS OF TREATING ARENAVIRAL INFECTIONS". Paragraph 0041; 0042. . Retrieved 2015/11/28.