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501-96-2

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501-96-2 Usage

Uses

(-)-Rhododendrol, can be extracted from the leaves of Abies webbiana Lindl., having dendrite elongation inhibition activity in cell lines.

Check Digit Verification of cas no

The CAS Registry Mumber 501-96-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 1 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 501-96:
(5*5)+(4*0)+(3*1)+(2*9)+(1*6)=52
52 % 10 = 2
So 501-96-2 is a valid CAS Registry Number.
InChI:InChI=1S/C10H14O2/c1-8(11)2-3-9-4-6-10(12)7-5-9/h4-8,11-12H,2-3H2,1H3/t8-/m1/s1

501-96-2SDS

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 4-[(3R)-3-Hydroxybutyl]phenol

1.2 Other means of identification

Product number -
Other names Rhododendrol

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:501-96-2 SDS

501-96-2Relevant articles and documents

STEREOCHEMISTRY OF 4-ARYL-2-BUTANOLS FROM HIMALAYAN TAXUS BACCATA

Das, B.,Takhi, M.,Kumar, H. M. Sampath,Srinivas, K. V. N. S.,Yadav, J. S.

, p. 697 - 700 (1993)

4-(4'-Hydroxyphenyl)-2R-butanol, 4-(3',4'-dihydroxyphenyl)-2R-butanol and 4-(3'-methoxy-4'-hydroxyphenyl)-2R-butanol have been isolated from the needles of Himalayan Taxus baccata.These two compounds have not previously been reported in stereospecific forms.Their stereochemistry has been determined by enzymatic reduction of their corresponding 2-butanones.Key Word Index - Taxus baccata; Taxaceae; 4-aryl-2-butanol, stereochemistry; enzymatic reduction; baker's yeast.

Deracemization and Stereoinversion of Alcohols Using Two Mutants of Secondary Alcohol Dehydrogenase from Thermoanaerobacter pseudoethanolicus

Hamdan, Samir M.,Musa, Musa M.,Nafiu, Sodiq A.,Takahashi, Etsuko,Takahashi, Masateru

supporting information, (2020/07/24)

We developed a one-pot sequential two-step deracemization approach to chiral alcohols using two mutants of Thermoanaerobacter pseudoethanolicus secondary alcohol dehydrogenase (TeSADH). This approach relies on consecutive non-stereospecific oxidation of alcohols and stereoselective reduction of their prochiral ketones using two mutants of TeSADH with poor and good stereoselectivities, respectively. More specifically, W110G TeSADH enables a non-stereospecific oxidation of alcohol racemates to their corresponding prochiral ketones, followed by W110V TeSADH-catalyzed stereoselective reduction of the resultant ketone intermediates to enantiopure (S)-configured alcohols in up to > 99 percent enantiomeric excess. A heat treatment after the oxidation step was required to avoid the interference of the marginally stereoselective W110G TeSADH in the reduction step; this heat treatment was eliminated by using sol-gel encapsulated W110G TeSADH in the oxidation step. Moreover, this bi-enzymatic approach was implemented in the stereoinversion of (R)-configured alcohols, and (S)-configured alcohols with up to > 99 percent enantiomeric excess were obtained by this Mitsunobu-like stereoinversion reaction.

Cephalosporolide B serving as a versatile synthetic precursor: Asymmetric biomimetic total syntheses of cephalosporolides C, E, F, G, and (4-OMe-)G

Song, Liyan,Liu, Yuan,Tong, Rongbiao

supporting information, p. 5850 - 5853 (2013/12/04)

Cephalosporolide B (Ces-B) was efficiently synthesized and exploited for the first time as a versatile biomimetic synthetic precursor for the chemical syntheses of not only cephalosporolides C, G, and (4-OMe-) G via a challenging diastereoselective oxa-Michael addition but also the structurally unprecedented cephalosporolides E and F via a novel biomimetic ring-contraction rearrangement. These findings provide the first direct chemical evidence that Ces-B may be the true biosynthetic precursor of cephalosporolides.

Concise enantioselective synthesis of the ten-membered lactone cephalosporolide G and its C-3 epimer

Barradas, Silvia,Urbano, Antonio,Carreno, M. Carmen

body text, p. 9286 - 9289 (2010/04/03)

A short and highly stereo-selective sequence for the first enantioselective total synthesis of the naturally occurring 10-membered lactone, which was obtained in only eight steps, was reported. The macrolactone ring was carried out by the use of a high-yielding pyridinium chlorochromate (PCC)-mediated oxidative cleavage of a bicyclic intermediate, generated in a domino sequence from a p-peroxyquinol. The synthesis was started with (-)-rhododendrol, which was obtained by enzymatic resolution of the racemic derivative. Phenol (R)-5 was submitted to an oxidative dearomatisation process with singlet oxygen, generated from Oxone in the presence of NaHCO3. The treatment of compound peroxyquinol with para-toluene sulfonic acid followed by Triton B gave, in one step and 49% yield, the tricyclic epoxide bicyclic derivative. A similar route was employed for the synthesis of the C-3 diastereoisomer of the natural product, which was obtained in only 7 steps and 15.2% overall yield.

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