Methyl-α-D-Mannopyranoside

Basic information

  • Product Name:Methyl-α-D-Mannopyranoside
  • CasNo.:617-04-9
  • MF:C7H14O6
  • MW:194.185

Physical and Chemical Properties

  • Boiling Point:193-196 °C
  • Packing:25kg/drum or as customer require.
  • Throughput:
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Product Details

CasNo: 617-04-9

MF: C7H14O6

Appearance: White powder

Packing: 25kg/drum or as customer require.

Reliable factory customized supply Methyl-α-D-Mannopyranoside 617-04-9

 

Synonyms:alpha-Methyl-D-mannoside;1-O-Methyl-alpha-D-mannopyranoside; Methyl alpha-D-mannoside (VAN); NSC 1225; alpha-D-Methyl mannoside; alpha-Methyl mannopyranoside; alpha-Methyl-D-(-)-mannoside;

CAS Number: 617-04-9

EINECS No.: 210-502-3

Molecular Structure:

Molecular Formula: C7H14O6

Molecular Weight:194.18

Storage: Maintain in cool, dry containment.

Package: 25kg/drum or as customer require.

Expiration Date: 1 years.

Quality Standard:

Item

Specification

Appearance

White to off-white powder

Assay (GC), %

≥98.0

Specific rotation, 

[α]20D(C=1,H2O) 

  

+77.0~+81.0

Loss on drying, %

≤0.5

METHYL-ALPHA-D-MANNOPYRANOSIDE(Cas 617-04-9) Usage

1.It can be used as a plant growth agent, diluted and sprayed on radish leaves, outdoor lawns or other plants to improve the growth and development of plants.

2.Synthesis of methy 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside, and then synthesis of pharmaceutical intermediate such as 2,3,4,6-tetra-O-benzyl-α-D-mannopyranose.

3.Synthesis  of  mannopyranoside esters as antimicrobial agents.

4.Selective synthesis of 4,6-O-benzylidene of methyl α-D-mannopyranoside with 2,6-dimethylbenzaldehyde.

5.Surface engineering of  solid lipid nanopatticle assemblies for  the active targeting to macrophages in anti-tuberculosis inhalation.

6. Partial neopentyl acylation, intramolecular migration and enzymolysis can be performed.

7.Reactivity to release microencapsulated glucoamylase.

8. Synthesis of novel σ-receptor ligands.

9. It forms a sodium vanadate (V) complexes  with methyl α- and β-D - galactopyranoside,  and select O-methyl derivatives: a 51V and 13C NMR study. 

10.Synthesis of  L-chiro-inositol-1,2,3-trisphosphate and -1,2,3,5-tetrakisphosphate by ferrier reaction.

11.  Synthesis of 2,3-di-O-glycosyl derivatives with methyl α-L-rhamnopyranoside.

12. Partial tosylation of methyl α-D-mannopyranoside. 

13.Interaction of vicia faba lectin and  methyl α-D-mannopyranoside was investigated by ultraviolet difference spectroscopy. The capacity of lectins to bind specifically to various carbohydrates makes them useful for the isolation and structural analysis of such glycoconjugates as membrane receptors .

14.Partial methylated derivatives were prepared with methyl α-D-galactopyranoside.

15. Chiral building blocks with methyl α-D - glucopyranoside for anthracyclinone synthesis.

16. Synthesis of some dialkjznylidene derivatives.

17. Synthesis of N-acylated 7-amino-2,6,7-trideoxy-D-erythroheptopyranosides .

18. Synthesis of  methyl α-D -rhamnopyranoside.

19. For biochemical research. An eluent for the dissociation of glycoprotein complex with concomitant globulin A by affinity chromatography.

617-04-9 Relevant articles

Solid-state NMR spectroscopic analysis of the Ca2+-dependent mannose binding of pradimicinA

Nakagawa, Yu,Masuda, Yuichi,Yamada, Keita,Doi, Takashi,Takegoshi,Igarashi, Yasuhiro,Ito, Yukishige

, p. 6084 - 6088 (2011)

Aggregation facilitates analysis: The Ca...

Molecular recognition of Methyl α- D -Mannopyranoside by antifreeze (Glyco)Proteins

Wang, Sen,Wen, Xin,Devries, Arthur L.,Bagdagulyan, Yelena,Morita, Alexander,Golen, James A.,Duman, John G.,Rheingold, Arnold L.

, p. 8973 - 8981 (2014)

Antifreeze proteins and glycoproteins [A...

Quadoctomycin, a 48-membered macrolide antibiotic from Streptomyces sp. MM168-141F8

Sawa, Ryuichi,Kubota, Yumiko,Umekita, Maya,Hatano, Masaki,Hayashi, Chigusa,Igarashi, Masayuki

, p. 91 - 96 (2018)

Drug-resistant bacteria are still emergi...

Rapid, simple, and efficient deprotection of benzyl/benzylidene protected carbohydrates by utilization of flow chemistry

Ekholm, Filip S.,Mándity, István M.,Fül?p, Ferenc,Leino, Reko

, p. 1839 - 1841 (2011)

A rapid, simple, and efficient deprotect...

Acetyl Group Migration across the Saccharide Units in Oligomannoside Model Compound

Lassfolk, Robert,Rahkila, Jani,Johansson, Mikael P.,Ekholm, Filip S.,W?rn?, Johan,Leino, Reko

, p. 1646 - 1654 (2019)

Acetylated oligosaccharides are common i...

Halymecins, new antimicroalgal substances produced by fungi isolated from marine algae

Chen, Choryu,Imamura, Nobutaka,Nishijima, Miyuki,Adachi, Kyoko,Sakai, Miho,Sano, Hiroshi

, p. 998 - 1005 (1996)

Novel antimicroalgal substances halymeci...

Synthesis of branched-phosphodiester and mannose-centered fucosylated glycoclusters and their binding studies with Burkholderia ambifaria lectin (BambL)

Ligeour, Caroline,Audfray, Aymeric,Gillon, Emilie,Meyer, Albert,Galanos, Nicolas,Vidal, Sebastien,Vasseur, Jean-Jacques,Imberty, Anne,Morvan, Francois

, p. 19515 - 19524 (2013)

Five fucosylated glycoclusters exhibitin...

Selective Isomerization via Transient Thermodynamic Control: Dynamic Epimerization of trans to cis Diols

Macmillan, David W. C.,Oswood, Christian J.

supporting information, p. 93 - 98 (2022/01/03)

Traditional approaches to stereoselectiv...

General Strategy for the Synthesis of Rare Sugars via Ru(II)-Catalyzed and Boron-Mediated Selective Epimerization of 1,2- trans-Diols to 1,2- cis-Diols

Li, Xiaolei,Tang, Weiping,Wu, Jicheng

supporting information, p. 3727 - 3736 (2022/03/02)

Human glycans are primarily composed of ...

A Unified Strategy to Access 2- And 4-Deoxygenated Sugars Enabled by Manganese-Promoted 1,2-Radical Migration

Carder, Hayden M.,Suh, Carolyn E.,Wendlandt, Alison E.

supporting information, p. 13798 - 13805 (2021/09/07)

The selective manipulation of carbohydra...

Carbon glycoside glycosylated tetravalent platinum compound as well as synthesis method and application thereof

-

Paragraph 0064-0067, (2021/07/08)

The invention provides a carbon glycosid...

617-04-9 Process route

(2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran
3879-79-6,17791-37-6,19488-61-0,53008-63-2,69237-94-1,69237-95-2,71526-33-5,83462-67-3,84799-77-9,103421-29-0,103421-30-3,139241-42-2,61330-62-9

(2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol
617-04-9

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

Conditions
Conditions Yield
With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 80 ℃; under 30003 Torr; Continuous flow hydrogenotion reactor;
95%
With iron(III) chloride; In dichloromethane; for 0.5h; Ambient temperature;
71%
methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
7177-79-9,13035-24-0,13225-19-9,29600-81-5,33164-02-2,51842-18-3,52526-59-7,78738-75-7,99212-27-8,101312-02-1,107795-23-3,129170-92-9,108739-87-3

methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol
617-04-9

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

Conditions
Conditions Yield
With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 80 ℃; under 30003 Torr; Continuous flow hydrogenotion reactor;
90%

617-04-9 Upstream products

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    D-Mannose

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    Perbenzoic acid

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    ethyl acetate

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    D-glucal

617-04-9 Downstream products

  • 7511-40-2
    7511-40-2

    (2S,3S,4S,5R,6R)-2-methoxy-6-((trityloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

  • 604-70-6
    604-70-6

    methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

  • 198338-59-9
    198338-59-9

    methyl 2,3,4-tri-O-benzoyl-6-O-trityl-α-D-mannopyranoside

  • 20231-36-1
    20231-36-1

    methyl 6-O-trityl-α-D-mannopyranoside