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O-(2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSYL)TRICHLOROACETIMIDATE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • O-(2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSYL)TRICHLOROACETIMIDATE

    Cas No: 90358-01-3

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  • O-(2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSYL)TRICHLOROACETIMIDATE

    Cas No: 90358-01-3

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  • 90358-01-3 Structure
  • Basic information

    1. Product Name: O-(2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSYL)TRICHLOROACETIMIDATE
    2. Synonyms: O-(2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSYL)TRICHLOROACETIMIDATE
    3. CAS NO:90358-01-3
    4. Molecular Formula: C36H36Cl3NO6
    5. Molecular Weight: 685.03
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 90358-01-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: O-(2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSYL)TRICHLOROACETIMIDATE(CAS DataBase Reference)
    10. NIST Chemistry Reference: O-(2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSYL)TRICHLOROACETIMIDATE(90358-01-3)
    11. EPA Substance Registry System: O-(2,3,4,6-TETRA-O-BENZYL-ALPHA-D-GALACTOPYRANOSYL)TRICHLOROACETIMIDATE(90358-01-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 90358-01-3(Hazardous Substances Data)

90358-01-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 90358-01-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,0,3,5 and 8 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 90358-01:
(7*9)+(6*0)+(5*3)+(4*5)+(3*8)+(2*0)+(1*1)=123
123 % 10 = 3
So 90358-01-3 is a valid CAS Registry Number.

90358-01-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name O-(2,3,4,6-TETRA-O-BENZYL-α-D-GALACTOPYRANOSYL)TRICHLOROACETIMIDATE

1.2 Other means of identification

Product number -
Other names 2,3,4,6-Tetrabenzoate |A-D-Mannopyranose 1-(2,2,2-Trichloroethanimidate)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:90358-01-3 SDS

90358-01-3Relevant articles and documents

Stereoselective O-Glycosylations by Pyrylium Salt Organocatalysis**

Nielsen, Michael Martin,Holmstr?m, Thomas,Pedersen, Christian Marcus

supporting information, (2021/12/30)

Despite many years of invention, the field of carbohydrate chemistry remains rather inaccessible to non-specialists, which limits the scientific impact and reach of the discoveries made in the field. Aiming to increase the availability of stereoselective

Synthesis of nature product kinsenoside analogues with anti-inflammatory activity

Song, Wei,Sun, Yong,Xu, Lintao,Sun, Yajing,Li, Tianlu,Peng, Peng,Lou, Hongxiang

supporting information, (2020/12/02)

Kinsenoside is the major bioactive component from herbal medicine with a broad range of pharmacological functions. Goodyeroside A, an epimer of kinsenoside, remains less explored. In this report we chemically synthesized kinsenoside, goodyeroside A and their analogues with glycan variation, chirality inversion at chiral center(s), and bioisosteric replacement of lactone with lactam. Among these compounds, goodyeroside A and its mannosyl counterpart demonstrated superior anti-inflammatory efficacy. Furthermore, goodyeroside A was found to suppresses inflammatory through inhibiting NF-κB signal pathway, effectively. Structure-activity relationship is also explored for further development of more promising kinsenoside analogues as drug candidates.

A "traceless" Directing Group Enables Catalytic SN2 Glycosylation toward 1,2- cis-Glycopyranosides

Fu, Yue,Liu, Peng,Ma, Xu,Zhang, Liming,Zheng, Zhitong,Zhu, Xijun

supporting information, p. 11908 - 11913 (2021/08/20)

Generally applicable and stereoselective formation of 1,2-cis-glycopyranosidic linkage remains a long sought after yet unmet goal in carbohydrate chemistry. This work advances a strategy to this challenge via stereoinversion at the anomeric position of 1,2-trans glycosyl ester donors. This SN2 glycosylation is enabled under gold catalysis by an oxazole-based directing group optimally tethered to a leaving group and achieved under mild catalytic conditions, in mostly excellent yields, and with good to outstanding selectivities. The strategy is also applied to the synthesis of oligosaccharides.

Visible-Light-Mediated β-C(sp3)-H Amination of Glycosylimidates: En Route to Oxazoline-Fused/Spiro Nonclassical Bicyclic Sugars

Shaw, Mukta,Kumar, Amit

supporting information, (2019/05/08)

A straightforward route has been developed for the diastereoselective synthesis of nonclassical conformationally constrained oxazoline-fused and spiro bicyclic sugars bearing a quaternary center via selective β-C-H amination of appropriately positioned gl

An Empirical Understanding of the Glycosylation Reaction

Chatterjee, Sourav,Moon, Sooyeon,Hentschel, Felix,Gilmore, Kerry,Seeberger, Peter H.

supporting information, p. 11942 - 11953 (2018/09/27)

Reliable glycosylation reactions that allow for the stereo- and regioselective installation of glycosidic linkages are paramount to the chemical synthesis of glycan chains. The stereoselectivity of glycosylations is exceedingly difficult to control due to the reaction's high degree of sensitivity and its shifting, simultaneous mechanistic pathways that are controlled by variables of unknown degree of influence, dominance, or interdependency. An automated platform was devised to quickly, reproducibly, and systematically screen glycosylations and thereby address this fundamental problem. Thirteen variables were investigated in as isolated a manner as possible, to identify and quantify inherent preferences of electrophilic glycosylating agents (glycosyl donors) and nucleophiles (glycosyl acceptors). Ways to enhance, suppress, or even override these preferences using judicious environmental conditions were discovered. Glycosylations involving two specific partners can be tuned to produce either 11:1 selectivity of one stereoisomer or 9:1 of the other by merely changing the reaction conditions.

Carbohydrate-lipid constructs and their use in preventing or treating viral infection

-

Page/Page column 26, (2016/01/30)

The invention relates to selected carbohydrate-lipid constructs and their use as mimics of ligands for receptors expressed by virus. In particular, the invention relates to the use of selected carbohydrate-lipid constructs in methods of inhibiting virus infection and/or promoting clearance of virus from infected subjects. Carbohydrate-lipid constructs selected for use in these methods where the virus is Human Immunodeficiency Virus (HIV) are provided.

Comparative Analysis of Fluorine-Directed Glycosylation Selectivity: Interrogating C2 [OH → F] Substitution in d- Glucose and d- Galactose

Santschi, Nico,Gilmour, Ryan

supporting information, p. 6983 - 6987 (2015/11/16)

The influence of C2 [OH → F] substitution on the stereochemical course of chemical glycosylation was interrogated in both D-glucose and its C4 epimer D-galactose. Molecular editing at C2 and configurational inversion at C4 were simultaneously investigated

Efficient α-mannosylation of phenols: The role of carbamates as scavengers for activated glycosyl donors

Schüler, Peter,Fischer, Sebastiann.,Marsch, Michael,Oberthür, Markus

, p. 27 - 39 (2013/03/13)

The boron trifluoride activation of trichloroacetimidate donors was found to be an efficient method for the α-mannosylation of tyrosine-containing acceptors. Most notably, these conditions are compatible with the commonly used carbamate protecting groups, whereas trichloroacetimidate activation with trimethylsilyl triflate or the use of glycosyl sulfoxides led to diminished yields in the presence of carbamates. In these cases, the competing reaction of the activated donors with the carbamate group was identified as a problematic side reaction. Taking advantage of this reactivity, various glycosyl carbamates were generated for the first time under non-acidic glycosylation conditions by reaction of different Boc-protected amino acids and dipeptides with glycosyl sulfoxides under triflic anhydride activation. Georg Thieme Verlag Stuttgart · New York.

Fluorine-directed β-galactosylation: Chemical glycosylation development by molecular editing

Durantie, Estelle,Bucher, Christoph,Gilmour, Ryan

supporting information; experimental part, p. 8208 - 8215 (2012/08/27)

Validation of the 2-fluoro substituent as an inert steering group to control chemical glycosylation is presented. A molecular editing study has revealed that the exceptional levels of diastereocontrol in glycosylation processes by using 2-fluoro-3,4,6-tri-O-benzyl glucopyranosyl trichloroacetimidate (TCA) scaffolds are a consequence of the 2R,3S,4S stereotriad. This study has also revealed that epimerization at C4, results in a substantial enhancement in β-selectivity (up to β/α 300:1). Copyright

Monosaccharidic mimetics of the sialyl LewisX tetrasaccharide based on 2,7-dihydroxynaphthalene

Weck, Stefan,Frank, Martin,Hamann, Alf,Opatz, Till

, p. 134 - 148 (2013/09/24)

A potential monosaccharidic mimetic of the sialyl LewisX tetrasaccharide (sLeX) was identified based on an in silico docking study using the crystal structure of an E-selectin-sLeX complex. The chemical synthesis of the mimetic in an ortho-selective C-glycosylation is described. This compound and two close analogues were evaluated in a cell-based selectin binding assay where none of the tested mimetics showed an IC 50 below 1mM. This result can be explained by an unexpected 1C4 conformation of the mannosyl residue which precludes the required binding of the Ca2+-ion in E-selectin.

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