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

Basic information

  • Product Name:Methyl -2,3,4,6-Tetra-O-benzyl-a-D-Galactopyranoside
  • CasNo.:53008-63-2
  • MF:C35H38O6
  • MW:554.683

Physical and Chemical Properties

  • Boiling Point:
  • Packing:25kg /200kg/drum or as required by customer.
  • Throughput:
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Product Details

CasNo: 53008-63-2

MF: C35H38O6

Packing: 25kg /200kg/drum or as required by customer.

Buy high quality and low price Methyl -2,3,4,6-Tetra-O-benzyl-a-D-Galactopyranoside 53008-63-2 now

Synonym: Methyl-2,3,4,6-tetrakis-O-(phenylmethyl)-α-D-galactopyranoside

Molecular Formula: C35H38O6

Molecular weight: 554.67

CAS No.: 53008-63-2

Quality Standard:

Item Specification
Appearance pale-yellow to red viscous liquid
Assay (HPLC), % ≥90
Water,% ≤0.5

Properties: pale-yellow to red viscous liquid. Dissolved in toluene, acetone and 1,4-dioxane etc.

Methyl-2,3,4,6-tetrakis-O-(phenylmethyl)-α-D-galactopyranoside(Cas 53008-63-2) Usage

 Methyl-2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside is an important organic synthetic intermediate. This product will hydrolyze into 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside in acidic conditions, the hydrolysis product is widely used in the synthesis of polysaccharides, glycoconjugates, molecular probes, drug intermediates and so on.

Reacting with acetic anhydride, it can be converted into 1,6-di-O-acetyl-,2,3,4-tri-O-benzyl-α-D-galactopyranoside and 1-O-acetyl-2,3 4,6-tetra-O-benzyl-α-D-galactopyranoside Undersuitable reaction conditions .

It can be conveniently converted into 2,3,4,6-tetra-O- benzyl-α-D-galactosyl fluoride, chloride,bromide,iodide.

As initial material, it can also be synthesized into phosphonic acid galactosyl transferase inhibitors, the inhibitors can inhibitα-1 and β-1,3-,4- and galactosyl transferase.

Storage: Store in a tightly closed container. Store in a cool and dry area.

Package: 25kg /200kg/drum or as required by customer.

Expiration Date: 2 years

 

53008-63-2 Relevant articles

Synthesis of C6′′-modified α-C-GalCer analogues as mouse and human iNKT cell agonists

Guillaume, Joren,Seki, Toshiyuki,Decruy, Tine,Venken, Koen,Elewaut, Dirk,Tsuji, Moriya,Van Calenbergh, Serge

, p. 2217 - 2225 (2017)

α-GalCer analogues that combine known Th...

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...

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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...

53008-63-2 Process route

benzyl chloride
100-44-7

benzyl chloride

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside
53008-63-2

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

Conditions
Conditions Yield
methyl α-D-galactopyranoside; In toluene; at 90 - 95 ℃;
benzyl chloride; With sodium hydride; In toluene; paraffin oil; at 35 - 95 ℃;
96.5%
With sodium hydride; at 130 ℃;
78%
With potassium hydroxide;
 
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%

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