D-Mannosamine hydrochloride

Base Information

• Chemical Name: D-Mannosamine hydrochloride
• CAS No.: 6730-09-2
• Molecular Formula: C₆H₁₃NO₅*ClH
• Molecular Weight: 215.634
• European Community (EC) Number: 965-844-2
• Mol file: 6730-09-2.mol

Synonyms:D-Mannosamine hydrochloride;MFCD00064557;6730-09-2;(3S,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochloride;(3S,4R,5S,6R)-3-Amino-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol hydrochloride;SCHEMBL20489095;QKPLRMLTKYXDST-OHXGPSCHSA-N;AKOS037621648;AS-15178;BP-10219;M3237;F74209;EN300-7377726;W-108994;(3S,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride;Mannosamine hydrochloride, United States Pharmacopeia (USP) Reference Standard

Chemical Property of D-Mannosamine hydrochloride

Chemical Property:

• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 215.0560502
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)O)N)O)O)O.Cl
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@@H](C(O1)O)N)O)O)O.Cl

Technology Process of D-Mannosamine hydrochloride

There total 5 articles about D-Mannosamine 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:

N-benzyl-D-galactosamine → D-(+)-galactosamine hydrochloride (1772-03-8,4710-95-6,6730-09-2,14131-59-0,14131-62-5,14131-63-6,14131-65-8,14131-67-0,14257-79-5,19124-46-0,20706-90-5,91673-92-6)

Guidance literature:

With hydrogenchloride; hydrogen; palladium dihydroxide; In 1,4-dioxane; water; at 20 ℃; pH=1; atmospheric pressure;

DOI:10.1080/07328300500495795

Reference yield:

N-benzyl-D-tagatosylamine (887472-18-6) → D-(+)-galactosamine hydrochloride (1772-03-8,4710-95-6,6730-09-2,14131-59-0,14131-62-5,14131-63-6,14131-65-8,14131-67-0,14257-79-5,19124-46-0,20706-90-5,91673-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / methanol / 1 h / 20 °C

2: hydrogen; hydrochloric acid / palladium(II) hydroxide on carbon / dioxane; H₂O / 20 °C / pH 1 / atmospheric pressure

With hydrogenchloride; hydrogen; acetic acid; palladium dihydroxide; In 1,4-dioxane; methanol; water; 1: Heyns rearrangement;

DOI:10.1080/07328300500495795

Reference yield:

(3S,4S,5R)-2-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetrol (41847-61-4) → D-(+)-galactosamine hydrochloride (1772-03-8,4710-95-6,6730-09-2,14131-59-0,14131-62-5,14131-63-6,14131-65-8,14131-67-0,14257-79-5,19124-46-0,20706-90-5,91673-92-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 °C

2: acetic acid / methanol / 1 h / 20 °C

3: hydrogen; hydrochloric acid / palladium(II) hydroxide on carbon / dioxane; H₂O / 20 °C / pH 1 / atmospheric pressure

With hydrogenchloride; hydrogen; acetic acid; palladium dihydroxide; In 1,4-dioxane; methanol; water; 2: Heyns rearrangement;

DOI:10.1080/07328300500495795

upstream raw materials:

allosamidin

N-benzyl-D-tagatosylamine

(3S,4S,5R)-2-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetrol

Downstream raw materials:

(3aR)-3-(3,4-dichloro-phenyl)-5t-((R)-1,2-dihydroxy-ethyl)-6t-hydroxy-(3ar,6ac)-hexahydro-furo[2,3-d]imidazole-2-thione

2-deoxy-2-(bromoacetamido)-D-mannose