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28140-37-6

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28140-37-6 Usage

General Description

1 2-O-(1-ethoxyethylidene)-beta-D-manno is a chemical compound that is often used as a protecting group for sugar molecules in organic chemistry. It is a derivative of beta-D-mannose and is commonly used to protect the anomeric hydroxyl group of the sugar. This protection allows for the selective manipulation of other hydroxyl groups on the sugar molecule without affecting the anomeric position. The compound is typically prepared by reacting beta-D-mannose with ethyl vinyl ether in the presence of an acid catalyst. It is then commonly used in glycosylation reactions and other processes involving sugar manipulation in organic synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 28140-37-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,1,4 and 0 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 28140-37:
(7*2)+(6*8)+(5*1)+(4*4)+(3*0)+(2*3)+(1*7)=96
96 % 10 = 6
So 28140-37-6 is a valid CAS Registry Number.
InChI:InChI=1/C16H24O10/c1-6-21-16(5)25-14-13(23-10(4)19)12(22-9(3)18)11(7-20-8(2)17)24-15(14)26-16/h11-15H,6-7H2,1-5H3

28140-37-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1 2-O-(1-ETHOXYETHYLIDENE)-β-D-MANNO&

1.2 Other means of identification

Product number -
Other names D-Mannose ethyl orthoacetate

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:28140-37-6 SDS

28140-37-6Relevant articles and documents

Efficient and direct synthesis of saccharidic 1,2-ethylidenes, orthoesters, and glycals from peracetylated sugars via the in situ generation of glycosyl iodides with I2/Et3SiH

Adinolfi, Matteo,Iadonisi, Alfonso,Ravidà, Alessandra,Schiattarella, Marialuisa

, p. 7863 - 7866 (2003)

Peracetylated sugars can be efficiently converted into the corresponding 1,2-ethylidenes, -orthoesters, and -glycals via the in situ generation of glycosyl iodides promoted by I2/Et3SiH. The approach is straightforward and avoids isolation of the sensitive iodinated intermediates.

Synthesis of Azido-Glycans for Chemical Glycomodification of Proteins

Wawryszyn, Mirella,Sauter, Paul F.,Nieger, Martin,Koos, Martin R. M.,Koehler, Christine,Luy, Burkhard,Lemke, Edward A.,Br?se, Stefan

, p. 4296 - 4305 (2018/08/29)

Chemically produced, accurately linkable oligosaccharides are of importance for the synthesis of neo-glycoproteins. On the route to high-mannose type N-glycans, we present a convenient synthesis of several glycans bearing an azide moiety at the reducing end. An azido-glycan core structure as valuable precursor was modified into the protected N-glycan pentasaccharide core structure and the possibility of modular attachment of different antenna was demonstrated through synthesis of a pentamannose donor and glycosylation with the core structure. The azido function allows for chemical ligation with recombinantly modified proteins featuring noncanonical cyclooctyne amino acids, providing access to customized glycopatterns of glycoproteins, e.g., of antibodies that are of high interest for biopharmaceutical applications.

Novel approaches for the synthesis and activation of thio- and selenoglycoside donors

Valerio, Silvia,Iadonisi, Alfonso,Adinolfi, Matteo,Ravida, Alessandra

, p. 6097 - 6106 (2008/02/09)

(Chemical Equation Presented) Alkyl thio-, phenyl seleno-, and phenyl thioglycosides can be prepared through short synthetic sequences based on the generation of glycosyl iodides as versatile intermediates. In addition, a novel cheap combined system (stoichiometric NBS and catalytic Bi(OTf)3) has been developed for rapid and efficient activation of a wide variety of thio- and selenoglycoside donors.

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