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21850-67-9

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21850-67-9 Usage

Description

This alkaloid has been found in small quantities in the extract from Turneforcia sibirica. lt crystallizes as colourless needles from Me2CO and has [α]D - 10.5°. lt appears probable that it is an artifact formed by hydrolysis of Turneforcine (q.v.) during the extraction process.

References

Men'shikov, Denisova, Massagetov., J. Gen. Chern., USSR, 22, 1465 (1952)

Check Digit Verification of cas no

The CAS Registry Mumber 21850-67-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,8,5 and 0 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 21850-67:
(7*2)+(6*1)+(5*8)+(4*5)+(3*0)+(2*6)+(1*7)=99
99 % 10 = 9
So 21850-67-9 is a valid CAS Registry Number.

21850-67-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (-)-turneforcidine

1.2 Other means of identification

Product number -
Other names (1R,7R,8R)-7-(hydroxy)-1-(hydroxymethyl)pyrrolizidine

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:21850-67-9 SDS

21850-67-9Downstream Products

21850-67-9Relevant articles and documents

Genus crotalaria. XVII. The stereochemistry of croalbinecine

Sawhney,Atal,Culvenor,Smith

, p. 1805 - 1808 (1974)

-

Pyrrolizidine alkaloids of the endemic Mexican genus Pittocaulon and assignment of stereoisomeric 1,2-saturated necine bases

Marin Loaiza, Juan Camilo,Ernst, Ludger,Beuerle, Till,Theuring, Claudine,Cespedes, Carlos L.,Hartmann, Thomas

, p. 154 - 167 (2008)

The endemic Mexican genus Pittocaulon (subtribe Tussilagininae, tribe Senecioneae, Asteraceae) belongs to a monophyletic group of genera distributed in Mexico and North America. The five Pittocaulon species represent shrubs with broom-like succulent branches. All species were found to contain pyrrolizidine alkaloids (PAs). With one exception (i.e., stems of Pittocaulon velatum are devoid of PAs) PAs were found in all plant organs with the highest levels (up to 0.3% of dry weight) in the flower heads. Three structural types of PAs were found: (1) macrocyclic otonecine esters, e.g. senkirkine and acetylpetasitenine; (2) macrocyclic retronecine esters, e.g. senecionine, only found in roots, and (3) monoesters of 1,2-saturated necines with angelic acid. For an unambiguous assignment of the different stereoisomeric 1,2-saturated necine bases a GC-MS method was established that allows the separation and identification of the four stereoisomers as their diacetyl or trimethylsilyl derivatives. All otonecine esters that generally do not form N-oxides and the 1,2-saturated PAs were exclusively found as free bases, while the 1,2-unsaturated 7-angeloylheliotridine occurring in P. velatum was found only as its N-oxide. In a comparative study the 1H and 13C NMR spectra of the four stereoisomeric necine bases were completely assigned by the use of DEPT-135, H,H-COSY, H,C-HSQC and H,H-NOESY experiments and by iterative analysis of the 1H NMR spectra. Based on these methods the PA monoesters occurring in Pittocaulon praecox and P. velatum were assigned as 7-O-angeloyl ester respectively 9-O-angeloyl ester of dihydroxyheliotridane which could be identified for the first time as naturally occurring necine base. Unexpectedly, in the monoesters isolated from the three other Pittocaulon species dihydroxyheliotridane is replaced by the necine base turneforcidine with opposite configuration at C-1 and C-7. The species-specific and organ-typical PA profiles of the five Pittocaulon species are discussed in a biogenetic context.

A facile synthesis of (-)- and (+)-Geissman-Waiss lactone via intramolecular Rh(II)-carbenoid mediated C-H insertion reaction: Synthesis of (1R,7R,8R)-turneforcidine

Wee

, p. 9025 - 9029 (2007/10/03)

The intramolecular C-H insertion reaction in chiral non-racemic diazoacetates (-)-6 and (+)-8 catalyzed by chiral Rh2(MPPIM)4 proceeded efficiently, with excellent regioselectivity and cis-diastereoselectivity, to give (-)- and (+)-G

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