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(S)-2-(TETRAHYDRO-PYRAN-2-YLOXY)-PROPAN-1-OL, also known as Tetrahydropyranyloxypropanol, is a chemical compound with the molecular formula C8H16O2. It is an alcohol derivative featuring a tetrahydropyran group attached to a propanol group. (S)-2-(TETRAHYDRO-PYRAN-2-YLOXY)-PROPAN-1-OL is recognized for its role as a protecting group in organic synthesis, where it selectively shields alcohols during chemical reactions and deprotection processes. Its ability to protect hydroxyl groups is pivotal in synthetic chemistry, making it a valuable asset in the pharmaceutical and chemical industries for the production of a variety of drugs and chemical compounds. Furthermore, Tetrahydropyranyloxypropanol extends its utility as an intermediate in the synthesis of flavor and fragrance compounds.

76946-21-9

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76946-21-9 Usage

Uses

Used in Pharmaceutical and Chemical Industries:
(S)-2-(TETRAHYDRO-PYRAN-2-YLOXY)-PROPAN-1-OL is used as a protecting group for alcohols in organic synthesis for the production of various drugs and chemical compounds. It is crucial for selectively protecting hydroxyl groups during chemical reactions, ensuring the successful synthesis of complex molecules.
Used in Flavor and Fragrance Industry:
(S)-2-(TETRAHYDRO-PYRAN-2-YLOXY)-PROPAN-1-OL is used as an intermediate in the production of flavor and fragrance compounds. Its role in this industry is to contribute to the creation of diverse scent profiles and enhance the sensory experience of various products.

Check Digit Verification of cas no

The CAS Registry Mumber 76946-21-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,9,4 and 6 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 76946-21:
(7*7)+(6*6)+(5*9)+(4*4)+(3*6)+(2*2)+(1*1)=169
169 % 10 = 9
So 76946-21-9 is a valid CAS Registry Number.

76946-21-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S)-2-(oxan-2-yloxy)propan-1-ol

1.2 Other means of identification

Product number -
Other names (2S)-2-[(Tetrahydro-2H-pyran-2-yl)oxy]-1-propanol

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:76946-21-9 SDS

76946-21-9Relevant academic research and scientific papers

BIARYL DERIVATIVES AS YAP/TAZ-TEAD PROTEIN-PROTEIN INTERACTION INHIBITORS

-

, (2021/09/26)

The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof; (I) a method for manufacturing said compound, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition comprising said compound.

Total Synthesis of (+)-Fusarisetin A Driven by a One-Pot Four-Reaction Process

Liu, Chenguang,Zeng, Zhixiong,Chen, Renzhi,Jiang, Xunjin,Wang, Yinglu,Zhang, Yandong

, p. 624 - 627 (2016/02/18)

A concise, asymmetric total synthesis of (+)-fusarisetin A, a hybrid natural product, has been achieved. A one-pot four-reaction process efficiently delivered the tetracycle 2 which served as a key intermediate for the synthesis of the title natural product and its analogues through amino acid incorporation.

Templated hierarchical self-assembly of poly(p-aryltriazole) foldamers

Pfukwa, Rueben,Kouwer, Paul H. J.,Rowan, Alan E.,Klumperman, Bert

, p. 11040 - 11044 (2013/10/22)

A biomimetic approach has been used for the templated self-assembly of a helical poly(para-aryltriazole) foldamer. The solvophobic folding process yields helices that further self-assemble into long nanotubes (see picture; scale bar: 100a nm). Constructs of controlled length and chirality can be generated by applying a poly(γ-benzyl-l-glutamate) scaffold at the appropriate assembly conditions, mimicking tobacco mosaic virus self-assembly. Copyright

SUBSTITUTED IMIDAZO[1,2-B]PYRIDAZINE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF USE AS BETA-SECRETASE INHIBITORS

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Page/Page column 28, (2011/10/12)

The present invention provides substituted imidazo[1,2-b]pyridazine derivatives, pharmaceutically acceptable salts thereof, and tautomers of any of the foregoing, where such compounds inhibit β-site amyloid precursor protein-cleaving enzyme (BACE), which

Identification of absolute helical structures of aromatic multilayered oligo(m-phenylurea)s in solution

Kudo, Mayumi,Hanashima, Takayuki,Muranaka, Atsuya,Sato, Hisako,Uchiyama, Masanobu,Azumaya, Isao,Hirano, Tomoya,Kagechika, Hiroyuki,Tanatani, Aya

experimental part, p. 8154 - 8163 (2010/02/28)

(Chemical Equation Presented) The oligomeric aromatic ureas bearing N,N′-dimethylated urea bonds such as 3 have aromatic multi-layered structure, based on the (cis,cis)-urea structure, and also have dynamic helical structure (all-R or all-S axis chirality) when the benzene rings are connected at the meta positions. The absolute helical structure of oligo(m-phenylurea)s were identified by the empirical and theoretical studies on the CD and vibrational CD (VCD) spectra. Thus, each enantiomer of the oligo(m-phenylurea)s 4 bearing a chiral N-2-(methoxyethoxyethoxy)propyl group were synthesized. Intense dispersion-type CD spectra of 4 were observed, which indicated the induction of handedness in the helical structure. In the VCD spectra of 4 in the film state, the signals due to the carbonyl and aromatic ring vibrations were seen with negative and positive values for compounds 4a and 4b, respectively. The calculations of both CD and VCD spectra of oligo(m-phenylurea)s 3 without any chiral N-substituent gave the same assignment about the axis chirality of 4. Thus, the absolute configurations of 4a and 4b are all-R and all-S structures, respectively. 2009 American Chemical Society.

Self-assembly of photochromic diarylethenes with amphiphilic side chains: Reversible thermal and photochemical control

Hirose, Takashi,Matsuda, Kenji,Irie, Masahiro

, p. 7499 - 7508 (2007/10/03)

(Graph Presented) Diarylethene derivatives with hexaethylene glycol side chains were synthesized and their self-assembling and photochromic reactivity were investigated. The diarylethenes showed photochromism in organic solvents and even in water. The aqueous solution of the compounds turned turbid quickly upon heating. The clouding behavior was investigated using 1H NMR spectroscopy, dynamic light scattering, and absorption spectroscopy. It was revealed that, in the aqueous solution, the compounds self-assembled into aggregates, and the aggregates were loosened by raising the temperature. The cloud-point temperature of the closed-ring isomer was 5-7°C lower than that of the open-ring isomer. When asymmetric methyl groups were introduced in the amphiphilic side chains, induced circular dichroism (ICD) was observed upon irradiation with UV light in water. This ICD was explained by the difference in the self-assembling behavior between the open- and the closed-ring isomers. It was suggested that the closed-ring isomers assembled into a chiral nanostructure.

Hydride reduction of a lactate ester: Optimisation and scale-up

Donners,Hersmis,Custers,Meuldijk,Vekemans,Hulshof

, p. 606 - 610 (2013/09/06)

The two-step synthesis of (2S)-2-(tetrahydropyran-2-yloxy)-propane-1-ol was selected for fine chemical scale-up. The first step, an acid-catalyzed protection of ethyl (S)(-)-lactate with 3,4-dihydro-2H-pyran, could be performed without solvent. The reaction enthalpy was determined to be -48 kJ/mol ethyl (S)-(-)-lactate, ensuring safe scale-up. The crude reaction mixture was used in the second step, the hydride reduction. For the reduction of the protected ester a clear solution of 1 M LiAlH4 in THF was used. The reaction enthalpy was determined to be -313 kJ/mol ethyl (2S)-2-(tetrahydropyran-2-yloxy)propionate, and the work-up was optimised with experimental design techniques. Combination of all experimental and theoretical results resulted in a master recipe for a 10-dm3 scale synthesis of (2S)-2-(tetrahydropyran-2-yloxy)propane-1-ol.

Hierarchical growth of chiral self-assembled structures in protic media

Brunsveld,Zhang,Glasbeek,Vekemans,Meijer

, p. 6175 - 6182 (2007/10/03)

The location of nine chiral penta(ethylene oxide) side chains at the periphery of a C3-symmetrical hydrogen-bonded extended core gives rise to a thermotropic discotic liquid crystalline material that shows lyotropic phases in polar, protic media. The molecular stacks self-assemble in a reversible and hierarchical fashion, and specific and subtle solvent-molecule interactions together with the created hydrophobic microenvironment account for an unprecedented stabilization of a preferred handedness of the helical stacks by cooperative intermolecular interactions. The presence of either chirality or achirality at the supramolecular level in the stacks can be tuned by temperature and solvent as judged from circular dichroism spectroscopy. A hierarchical growth of the self-assembly is revealed using a variety of spectroscopic techniques and differential scanning calorimetry.

Temperature dependent inversion of enantiomer selectivity in the complexation of optically active azophenolic crown ethers containing alkyl substituents as chiral barriers with chiral amines

Hirose, Keiji,Fuji, Junichi,Kamada, Kimiko,Tobe, Yoshito,Naemura, Koichiro

, p. 1649 - 1657 (2007/10/03)

Azophenolic crown ethers (S,S)-1, (R,R)-2 and (S,S)-3 have been prepared in enantiomerically pure forms by using (S)-1-(1′-adamantyl)ethane-1,2-diol, (R)-3,3-dimethylbutane-1,2-diol and (S)-propane-1,2-diol, respectively, as chiral subunits, and the assoc

Preparation of optically active azophenolic crown ethers containing 1-phenylethane-1,2-diol and 2,4-dimethyl-3-oxapentane-1,5-diol as a chiral subunit: Temperature-dependent enantiomer selectivity in the complexation with chiral amines

Ogasahara, Kazuko,Hirose, Keiji,Tobe, Yoshito,Naemura, Koichiro

, p. 3227 - 3236 (2007/10/03)

With (2S,4S)-2,4-dimethyl-3-oxapentane-1,5-diol and (S)- or (R)-1-phenylethane-1,2-diol as chiral subunits, optically active azophenolic crown ethers (S,S,S,S)-1, (R,S,S,R)-2, (S,S,S,S)-3 and (R,S,S,R)-4 possessing two phenyl and two methyl substituents together with the p-(2,4-dinitrophenylazo)phenol moiety have been prepared in enantiomerically pure forms. Temperature-dependent enantiomer selectivity in the complexation of these crown ethers with chiral amines has been studied by the UV-visible spectroscopic method in chloroform and from the observed association constants, thermodynamic parameters for the complexation have been calculated.

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