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**2H-PYRAN-2-CARBOXALDEHYDE, TETRAHYDRO-** (also known as **tetrahydro-2-pyrancarboxaldehyde** or **2-formyltetrahydropyran**) is a chiral aldehyde that can be synthesized enantioselectively via intramolecular Michael-type additions to vinyl bissulfoxides. 2H-PYRAN-2-CARBOXALDEHYDE, TETRAHYDRO-, along with other challenging aldehydes like homopipecolic aldehyde, is obtained in enantiomerically pure forms using stereochemical control derived from diethyl D- and L-tartrates. The method provides an efficient route to such aldehydes, which are otherwise difficult to access, through a diastereoselective cyclization followed by cleavage of the bissulfoxide moiety.

19611-45-1

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19611-45-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 19611-45-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,6,1 and 1 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 19611-45:
(7*1)+(6*9)+(5*6)+(4*1)+(3*1)+(2*4)+(1*5)=111
111 % 10 = 1
So 19611-45-1 is a valid CAS Registry Number.

19611-45-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name oxane-2-carbaldehyde

1.2 Other means of identification

Product number -
Other names TETRAHYDRO-PYRAN-2-CARBALDEHYDE

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:19611-45-1 SDS

19611-45-1Relevant articles and documents

Synthesis of an Azaphosphatriptycene and Its Rhodium Carbonyl Complex

Cao, Yu,Napoline, Jonathan W.,Bacsa, John,Pollet, Pamela,Soper, Jake D.,Sadighi, Joseph P.

, p. 1868 - 1871 (2019/05/16)

A 10-aza-9-phosphatriptycene is accessible on a gram scale, in three laboratory steps from commercially available precursors. Infrared spectroscopy of a rhodium(I) carbonyl complex bearing this ligand reflects the weak σ-donor/strong π-acceptor character of the phosphine; the solid-state structure reveals moderate steric demand. This ligand supports highly active catalysts for the hydroformylation of cyclic alkenes.

De Novo Design, Synthesis, and Biological Evaluation of 3,4-Disubstituted Pyrrolidine Sulfonamides as Potent and Selective Glycine Transporter 1 Competitive Inhibitors

Wang, Ying,Zhao, Hongyu,Brewer, Jason T.,Li, Huanqiu,Lao, Yanbin,Amberg, Willi,Behl, Berthold,Akritopoulou-Zanze, Irini,Dietrich, Justin,Lange, Udo E. W.,Pohlki, Frauke,Hoft, Carolin,Hornberger, Wilfried,Djuric, Stevan W.,Sydor, Jens,Mezler, Mario,Relo, Ana Lucia,Vasudevan, Anil

, p. 7486 - 7502 (2018/07/15)

The development of glycine transporter 1 (GlyT1) inhibitors may offer putative treatments for schizophrenia and other disorders associated with hypofunction of the glutaminergic N-methyl-d-aspartate (NMDA) receptor. Herein, we describe the synthesis and b

HETEROCYCLIC AMIDES AS KINASE INHIBITORS

-

Page/Page column 74; 75, (2016/12/07)

Disclosed are compounds having the formula: (I) wherein R1, R2, and R3 are as defined herein, and methods of making and using the same.

Oxoammonium salt oxidations of alcohols in the presence of pyridine bases

Bobbitt, James M.,Bartelson, Ashley L.,Bailey, William F.,Hamlin, Trevor A.,Kelly, Christopher B.

, p. 1055 - 1067 (2014/03/21)

Oxoammonium salt oxidations (using 4-acetylamino-2,2,6,6- tetramethylpiperidine-1-oxoammonium tetrafluoroborate) of alcohols containing a β-oxygen atom in the presence of pyridine yield dimeric esters, while in the presence of 2,6-lutidine the product is a simple aldehyde. The formation of a betaine between pyridine and an aldehyde is presented to explain this disparity in reactivity. The betaine is oxidized by the oxoammonium salt to give an N-acylpyridinium ion that serves as an acylating agent for ester formation. Steric effects deter the formation of such a betaine with 2,6-disubstituted pyridines. A series of alcohols containing a β-oxygen substituent were oxidized to aldehydes in the presence of 2,6-lutidine, and a short study of the relative reactivity of various alcohols is given. An overall mechanism for oxoammonium cation oxidations is suggested, premised on nucleophilic additions to the oxygen atom of the positively charged nitrogen-oxygen double bond. Possible mechanisms for both dimeric oxidations and simple oxidations are given.

Hydroformylation and hydroalkylcarbonylation of 3,4-dihydro[2H]pyran catalysed by Co2(CO)8 under syngas conditions

Arias, Jose L.,Sharma, Pankaj,Cabrera, Armando,Beristain, Fernando,Sampere, Rafael,Arizmendi, Cesar

, p. 787 - 792 (2013/10/22)

In the cobalt-catalysed hydroformylation of 3,4-dihydro[2H]pyran, the influence of different reaction parameters such as time, pressure, triphenylphosphine addition, catalyst and substrate concentration has been investigated. 2-formyl-tetrahydropyran, tetrahydropyran and a hydroalkylcarbonylation product were the main reaction products. The selectivity towards 2-formyl-tetrahydropyran formation is favoured at constant catalyst and substrate concentration. The coordination of the pyran's oxygen to the cobalt atom seems to be an important intermediate for the formation of 2-formyl-tetrahydropyran. Different substrate or catalyst concentrations promote the formation of other reduced products. The addition of triphenylphosphine to the catalyst leads to a less active species, which decreases the yield and promotes the hydroalkylcarbonylation reaction.

CYCLICALLY SUBSTITUTED 3,5-DICYANO-2-THIOPYRIDINES AND USE THEREOF

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Page/Page column 24, (2010/02/17)

The present application relates to novel 4-cycloalkyl- and 4-heterocycloalkyl-3,5-dicyano-2-thio-pyridine derivatives, to processes for their preparation, to their use for the treatment and/or prophylaxis of diseases and to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, preferably for the treatment and/or prevention of hypertension and other cardiovascular disorders.

NHC-catalyzed ring expansion of oxacycloalkane-2-carboxaldehydes: A versatile synthesis of lactones

Wang, Li,Thai, Karen,Gravel, Michel

supporting information; experimental part, p. 891 - 893 (2009/08/15)

Imidazolinium-derived carbenes catalyze the ring-expansion lactonization of oxacycloalkane-2-carboxaldehydes. A variety of functionalized five-, six-, and seven-membered lactones can be formed efficiently under mild reaction conditions. The success of this new method for the construction of lactones is highly influenced by the electronic nature of the carbene catalyst.

BENZIMIDAZOLE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, THEIR USE AS FXR AGONISTS AND PHARMACEUTICAL PREPARATIONS CONTAINING THE SAME

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Page/Page column 120, (2008/06/13)

The invention is concerned with novel benzimidazole derivatives of formula (I) wherein R1 to R8 are as defined in the description and in the claims, as well as physiologically acceptable salts and esters thereof. These compounds bind

Medicine comprising dicyanopyridine derivative

-

Page 14, (2010/02/06)

Compounds having a high conductance-type of calcium-activated K channel opening effect and a smooth muscle relaxant effect for bladder based on the K-channel opening effect, which can be used in treating pollakiuria and urinary incontinence, are provided.

MEDICINE COMPRISING DICYANOPYRIDINE DERIVATIVE

-

, (2008/06/13)

Compounds having a high conductance-type of calcium-activated K channel opening effect and a smooth muscle relaxant effect for bladder based on the K-channel opening effect, which can be used in treating pollakiuria and urinary incontinence, are provided. 3,5-Dicyanopyridine derivatives or their salts.

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