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495-20-5

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495-20-5 Usage

Purification Methods

This very POISONOUS alkaloid from hemlock crystallises in leaflets from ether. The O,N-dibenzoyl derivative has m 133-134o and [] 24 -13o (c 3, CHCl3). [Sicher & Tichy Coll Czech Chem Commun 23 2081 1958, Stereochemistry: Hill J Am Chem Soc 80 1609 1958, Absolute config & ORD: Fodor et al. Canad J Chem 47 4393 1969, Beilstein 21 I 191, 21 II 21, 21 III/IV 122.]

Check Digit Verification of cas no

The CAS Registry Mumber 495-20-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 5 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 495-20:
(5*4)+(4*9)+(3*5)+(2*2)+(1*0)=75
75 % 10 = 5
So 495-20-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H17NO/c1-2-8(10)7-5-3-4-6-9-7/h7-10H,2-6H2,1H3/t7-,8+/m0/s1

495-20-5SDS

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 (1R)-1-[(2S)-2-Piperidinyl]-1-propanol

1.2 Other means of identification

Product number -
Other names (2'S,1R)-1-(2-piperidyl)propan-1-ol

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:495-20-5 SDS

495-20-5Relevant articles and documents

Ether-directed, stereoselective aza-claisen rearrangements: Synthesis of the piperidine alkaloid, α-conhydrine

Jamieson, Andrew G.,Sutherland, Andrew

, p. 1609 - 1611 (2007)

Equation presented A new approach for the stereoselective synthesis of the piperidine alkaloid (+)-α-conhydrine and its pyrrolidine derivative has been developed using a palladium(II)-catalyzed, MOM-ether-directed aza-Claisen rearrangement and ring-closing metathesis to effect the key steps.

Stereoselective addition of Grignard reagents to sulfinimines derived from tartrate diol (threitol): Generation of chiral building blocks for the collective total synthesis of lentiginosine, conhydrine and methyldihydropalustramate

Prasad, Kavirayani R.,Rangari, Vipin Ashok

, (2019/08/20)

A systematic investigation of the addition of Grignard reagents to sulfinimines derived from tartaric acid diol was undertaken. It was observed that the chirality of the inherent tartrate moiety influences the diastereoselectivity of the resultant sulfinamides formed in the reaction. The formed products serve as excellent building blocks for the synthesis of natural products. This has been demonstrated in the collective total synthesis of lentiginosine, (+)-α-conhydrine and methyldihydropalustramate.

Stereoselective total synthesis of (-)-β-conhydrine and (+)-α-conhydrine

Reyes, Efraim,Ruiz, Nerea,Vicario, Jose L.,Badia, Dolores,Carrillo, Luisa

, p. 443 - 450 (2011/04/16)

We have carried out the stereoselective synthesis of (-)-β- conhydrine and (+)-α-conhydrine, two bioactive α-hydroxyalkyl-substituted piperidines, using the commercially available and inexpensive amino alcohol (S,S)-(+)-pseudoephedrine as chiral auxiliary. The key step of this synthesis relies on new methodology previously developed in our group, consisting of the chemo- and diastereoselective addition of Grignard reagents across the C=N bond of α-iminoglyoxylamides derived from (S,S)-(+)-pseudoephedrine followed by the selective monoaddition of organolithium reagents to the carbamoyl group, leading to the formation of enantioenriched -amino ketones. Georg Thieme Verlag Stuttgart New York.

Enantioselective Synthesis of (+)-α-Conhydrine and (-)-Sedamine by L-ProlineCatalysed α-Aminooxylation

Shaikh, Tanveer Mahamadali,Sudalai, Arumugam

experimental part, p. 3437 - 3444 (2010/08/20)

An efficient organocatalytic approach to the enantioslective synthesis of two important piperidine alkaloids, namely (+)α-conhydrine (98% ee) and (-)-sedamine (95 % ee), by L-pro-line-catalysed α-aminooxylation of aldehydes has been developed. The strategy involves an intramolecular cyclization to construct the piperidine core.

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