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Methyl -2,3,4,6-Tetra-O-benzyl-a-D-mannopyranoside

Basic information

  • Product Name:Methyl -2,3,4,6-Tetra-O-benzyl-a-D-mannopyranoside
  • CasNo.:61330-62-9
  • MF:C35H38O6
  • MW:554.683

Physical and Chemical Properties

  • Purity:≥95%
  • Packing:25kg/drum or according to customer requirements.
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Product Details

Appearance： Yellow to wine red viscous liquid

Cost-effective and customizable Methyl -2,3,4,6-Tetra-O-benzyl-a-D-mannopyranoside 61330-62-9 for sale

Molecular Formula:  C35H38O6

Molecular Weight: 554.67 

CAS Number：61330-62-9

Specification

Item

Specification

Appearance

Yellow to wine red viscous liquid

Assay ,%

≥95.0

Water,%

≤0.5

Residue on ignition,%

≤0.10

Characteristics: It is yellow to wine red viscous liquid. It is easily soluble in butanone and toluene and almost insoluble in water.

Methyl 2,3,4,6-Tetra-O-benzyl-a-D-mannopyranoside(Cas 61330-62-9) Usage

Methyl-2,3,4,6-tetra-O-benzyl-D-α-mannopyranoside is an important organic synthetic intermediate. It is used in synthesize for below products: 

  • This product will hydrolyze into 2,3,4,6-tetra-O-benzyl-α-D-mannopyranose  in acidic conditions, the hydrolysis product is widely used in the synthesis of polysaccharides, glycoconjugates,  molecular probes, drug intermediates and so on.
  • Synthesis of C-mannoside compounds used for the treatment of urinary tract infections.
    3. Synthesis of organic compounds to inhibit cellular adhesion.
    4. Synthesis of 1，6-diacetyl-2,3,4,tribenzyl-mannoside，and then synthesis of 1-（2，4-dimethylphenyl）-6-phosphono-mannoside.
    5. Synthesis of  3-C-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-1-propene.
    6. Synthesis of  disaccharides  using Mannosyl Iodide .
    7. Synthesis of 1,5-dehydro-2,3,4,6-tetra-O-benzyl-D-mannitol，and then synthesis of C-(2,3,4-tri-O-benzyl-β-L-arabinopyranosyl)-methanol.

Storage: Keep tightly closed and store in a dry place.

Package: 25kg/drum or according to customer requirements.

Shelf life: 2 years.

61330-62-9 Relevant articles

Discovery of Salidroside-Derivated Glycoside Analogues as Novel Angiogenesis Agents to Treat Diabetic Hind Limb Ischemia

Liu, Caiping,Han, Jingxuan,Marcelina, Olivia,Nugrahaningrum, Dyah Ari,Huang, Song,Zou, Meijuan,Wang, Guixue,Miyagishi, Makoto,He, Yun,Wu, Shourong,Kasim, Vivi

supporting information, p. 135 - 162 (2022/01/14)

Therapeutic angiogenesis is a potential ...

Streamlined access to carbohydrate building blocks: Methyl 2,4,6-tri-O-benzyl-α-D-glucopyranoside

Demchenko, Alexei V.,Kashiwagi, Gustavo A.,Shrestha, Ganesh,Stine, Keith J.

, (2021/12/02)

Presented herein is an improved synthesi...

Tuning the activity of iminosugars: novel N-alkylated deoxynojirimycin derivatives as strong BuChE inhibitors

Ahuja-Casarín, Ana I.,Merino-Montiel, Penélope,Vega-Baez, José Luis,Montiel-Smith, Sara,Fernandes, Miguel X.,Lagunes, Irene,Maya, Inés,Padrón, José M.,López, óscar,Fernández-Bola?os, José G.

, p. 138 - 146 (2020/11/27)

We have designed unprecedented cholinest...

Highly regioselective and stereoselective synthesis of C-Aryl glycosidesvianickel-catalyzedortho-C-H glycosylation of 8-aminoquinoline benzamides

Chen, Xi,Ding, Ya-Nan,Gou, Xue-Ya,Liang, Yong-Min,Luan, Yu-Yong,Niu, Zhi-Jie,Shi, Wei-Yu,Zhang, Zhe,Zheng, Nian

supporting information, p. 8945 - 8948 (2021/09/10)

C-Aryl glycosides are of high value as d...

61330-62-9 Process route

benzyl chloride
100-44-7

benzyl chloride

(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

Conditions
Conditions Yield
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol; With sodium hydride; In DMF (N,N-dimethyl-formamide); for 1h;
benzyl chloride; With tetra-(n-butyl)ammonium iodide; In DMF (N,N-dimethyl-formamide); at 20 ℃;
71%
benzyl chloride
100-44-7

benzyl chloride

methyl-alpha-D-glucopyranoside
97-30-3

methyl-alpha-D-glucopyranoside

methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside
3879-79-6,17791-37-6,19488-61-0,53008-63-2,61330-62-9,69237-94-1,69237-95-2,71526-33-5,83462-67-3,84799-77-9,103421-29-0,103421-30-3,139241-42-2

methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

(2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-ol
35303-86-7

(2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-ol

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside
19488-48-3

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Conditions
Conditions Yield
With sodium hydride; In mineral oil; at 100 ℃; for 5h; Temperature; regioselective reaction; Inert atmosphere;
29%
20%

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    2,3,4,6-tetra-O-benzyl-D-glucopyranose

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    2,3,4,6-Tetra-O-benzyl-D-glucopyranose

61330-62-9 Downstream products

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    2-methyl-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)propene

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    3-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)butene

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