3,4,5-Trihydroxy-6-(hydroxymethyl)piperidine-2-sulfonic acid

Base Information

• Chemical Name: 3,4,5-Trihydroxy-6-(hydroxymethyl)piperidine-2-sulfonic acid
• CAS No.: 91384-36-0
• Molecular Formula: C6H13NO7S
• DSSTox Substance ID: DTXSID60559266
• Wikidata: Q82441928

Synonyms:91384-36-0;3,4,5-Trihydroxy-6-(hydroxymethyl)piperidine-2-sulfonic acid;DTXSID60559266;PD026968

Chemical Property of 3,4,5-Trihydroxy-6-(hydroxymethyl)piperidine-2-sulfonic acid

Chemical Property:

• XLogP3: -5
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 243.04127293
• Heavy Atom Count: 15
• Complexity: 312

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(N1)S(=O)(=O)O)O)O)O)O

Technology Process of 3,4,5-Trihydroxy-6-(hydroxymethyl)piperidine-2-sulfonic acid

There total 11 articles about 3,4,5-Trihydroxy-6-(hydroxymethyl)piperidine-2-sulfonic 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: 84.0%

5-amino-5-deoxy-1,2-O-isoproylidene-6-O-trityl-α-D-galactofuranose (109681-00-7) → 5-amino-5-deoxy-D-galactopyranose hydrogensulfite adduct (78698-43-8,81703-56-2,91384-36-0,91384-37-1,109784-32-9,109784-33-0,109784-34-1,109784-35-2,114417-84-4,126575-58-4,130979-29-2,149406-06-4,149406-07-5)

Guidance literature:

With sulfur dioxide; In methanol; at 40 ℃; for 40h; sealed vessel;

DOI:10.1016/S0008-6215(00)90138-1

Reference yield: 68.0%

5-amino-5-deoxy-1,2-O-isoproylidene-6-O-trityl-β-L-altrofuranose (109681-01-8) → 5-amino-5-deoxy-L-altropyranose hydrogensulfite adduct (78698-43-8,81703-56-2,91384-36-0,91384-37-1,109784-32-9,109784-33-0,109784-34-1,109784-35-2,114417-84-4,126575-58-4,130979-29-2,149406-06-4,149406-07-5)

Guidance literature:

With sulfur dioxide; In methanol; at 40 ℃; for 40h;

DOI:10.1016/S0008-6215(00)90138-1

Reference yield: 67.0%

5-<(tert-Butoxycarbonyl)amino>-4-O-(tert-butyldimethylsilyl)-5-deoxy-2-O,3-O-isopropylidene-5-N,6-O-isopropylidene-D-galactose (168326-10-1) → 5-amino-5-deoxy-D-galactopyranose hydrogensulfite adduct (78698-43-8,81703-56-2,91384-36-0,91384-37-1,109784-32-9,109784-33-0,109784-34-1,109784-35-2,114417-84-4,126575-58-4,130979-29-2,149406-06-4,149406-07-5)

Guidance literature:

With sulfur dioxide; water; 1.) 40 deg C, 2 d, 2.) MeOH, 0 deg C, 12 h;

DOI:10.1021/jo00120a017

upstream raw materials:

(2R,3S,4S,5R)-2,3:4,6-bis(isopropylidenedioxy)-5-<<<(p-methoxybenzyl)oxy>carbonyl>amino>hexanal

5-amino-5-deoxy-1,2-O-isoproylidene-6-O-trityl-α-D-galactofuranose

5-<(tert-Butoxycarbonyl)amino>-4-O-(tert-butyldimethylsilyl)-5-deoxy-2-O,3-O-isopropylidene-5-N,6-O-isopropylidene-D-galactose

(2S,3S,4S,5R)-5-amino-2,3:4,6-bis(isopropylidenedioxy)hexan-1-ol

Downstream raw materials:

5-amino-5-deoxy-L-altropyranose

(+)-Galactostatin

(+)-galactostatin

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