1-DEOXY-L-ALTRONOJIRIMYCIN, HYDROCHLORIDE

Base Information

• Chemical Name: 1-DEOXY-L-ALTRONOJIRIMYCIN, HYDROCHLORIDE
• CAS No.: 355138-93-1
• Molecular Formula: C₆H₁₃NO₄*ClH
• Molecular Weight: 199.634
• Mol file: 355138-93-1.mol

Synonyms:1-Deoxy-L-altronojirimycin Hydrochloride;1-DEOXY-L-ALTRONOJIRIMYCIN HCL;

Chemical Property of 1-DEOXY-L-ALTRONOJIRIMYCIN, HYDROCHLORIDE

Chemical Property:

• PSA: 92.95000
• LogP: -1.83600
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

1-Deoxy-L-altronojirimycin, Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-DEOXY-L-ALTRONOJIRIMYCIN, HYDROCHLORIDE

There total 18 articles about 1-DEOXY-L-ALTRONOJIRIMYCIN, 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: 100.0%

(3S,4R,5S,6S)-5-(benzyloxy)-6-(hydroxymethyl)piperidine-3,4-diol (1274699-62-5) → (2S,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-ium chloride (355138-93-1)

Guidance literature:

With hydrogenchloride; 5% Pd(II)/C(eggshell); hydrogen; In methanol; water; at 20 ℃; for 1h;

DOI:10.1039/c0ob00747a

Reference yield: 100.0%

benzyl (2S,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidine-1-carboxylate → (2S,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-ium chloride (355138-93-1)

Guidance literature:

With hydrogenchloride; 10 wt% Pd(OH)2 on carbon; hydrogen; In methanol; for 24h; stereoselective reaction;

DOI:10.1021/acs.joc.6b01575

Reference yield: 99.0%

tert-butyl (2S,3S,4R,5S)-2-(benzyloxymethyl)-3,4,5-trihydroxypiperidine-1-carboxylate (1241959-38-5) → (2S,3S,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-ium chloride (355138-93-1)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃;

DOI:10.1021/ol101556k

upstream raw materials:

tert-butyl (2S,3S,4R,5S)-2-(benzyloxymethyl)-3,4,5-trihydroxypiperidine-1-carboxylate

(S)-tert-butyl 4-((1S,2R,3S)-1-(benzyloxy)-2,3,4-trihydroxybutyl)-2,2-dimethyloxazolidine-3-carboxylate

(S)-tert-butyl 4-((1S,2R,3S)-1-(benzyloxy)-2,3-dihydroxy-4-(tosyloxy)butyl)-2,2-dimethyloxazolidine-3-carboxylate

C₂₀H₂₇NO₇S

Refernces

• 1、 Van Den Nieuwendijk, Adrianus M.C.H.,Van Den Berg, Richard J.B H.N.,Ruben, Mark,Witte, Martin D.,Brussee, Johannes,Boot, Rolf G.,Van Der Marel, Gijsbert A.,Aerts, Johannes M.F.G.,Overkleeft, Herman S.. "Synthesis of eight 1-deoxynojirimycin isomers from a single chiral cyanohydrin". experimental part. p. 3437 - 3446. Retrieved 2012/08/27.
• 2、 Van Den Nieuwendijk, Adrianus M. C. H.,Ruben, Mark,Engelsma, Sander E.,Risseeuw, Martijn D. P.,Van Den Berg, Richard J.B.H.N.,Boot, Rolf G.,Aerts, Johannes M.,Brussee, Johannes,Van Der Marel, Gijs A.,Overkleeft, Herman S.. "Synthesis of l-altro-1-deoxynojirimycin, d-allo-1-deoxynojirimycin, and d-galacto-1-deoxynojirimycin from a single chiral cyanohydrin". supporting information; experimental part. p. 3957 - 3959. Retrieved 2010/11/19.