Amabiline

CAS# 17958-43-9

Amabiline

Catalog No. BCN1950----Order now to get a substantial discount!

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Quality Control of Amabiline

Number of papers citing our products

Chemical structure

Amabiline

3D structure

Chemical Properties of Amabiline

Cas No. 17958-43-9 SDF Download SDF
PubChem ID 442706 Appearance Powder
Formula C15H25NO4 M.Wt 283.37
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(8S)-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
SMILES CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1CCC2)O
Standard InChIKey DRVWTOSBCBKXOR-WHOFXGATSA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Amabiline

The herbs of Cynoglossum amabile

Protocol of Amabiline

Structure Identification
Org Lett. 2012 Apr 6;14(7):1869-71.

Enantioselective total synthesis of (+)-amabiline.[Pubmed: 22432912 ]


METHODS AND RESULTS:
The first total synthesis of (+)-Amabiline, an unsaturated pyrrolizidine alkaloid from Cynoglossum amabile, is reported. This convergent, enantioselective synthesis proceeds in 15 steps (10-step longest linear sequence) in 6.2% overall yield and features novel methodology to construct the unsaturated pyrrolizidine or (-)-supinidine core.

Org Lett. 2009 Jul 16;11(14):3160-2.

A chemoenzymatic total synthesis of (+)-amabiline.[Pubmed: 19586069]


METHODS AND RESULTS:
The readily available and enzymatically derived cis-1,2-dihydrocatechol 3 has been converted, over 15 steps, into (+)-Amabiline, the non-natural enantiomeric form of a crinine-type alkaloid.

Amabiline Dilution Calculator

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Amabiline Molarity Calculator

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Preparing Stock Solutions of Amabiline

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.529 mL 17.6448 mL 35.2896 mL 70.5791 mL 88.2239 mL
5 mM 0.7058 mL 3.529 mL 7.0579 mL 14.1158 mL 17.6448 mL
10 mM 0.3529 mL 1.7645 mL 3.529 mL 7.0579 mL 8.8224 mL
50 mM 0.0706 mL 0.3529 mL 0.7058 mL 1.4116 mL 1.7645 mL
100 mM 0.0353 mL 0.1764 mL 0.3529 mL 0.7058 mL 0.8822 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Amabiline

A chemoenzymatic total synthesis of (+)-amabiline.[Pubmed:19586069]

Org Lett. 2009 Jul 16;11(14):3160-2.

The readily available and enzymatically derived cis-1,2-dihydrocatechol 3 has been converted, over 15 steps, into (+)-Amabiline, the non-natural enantiomeric form of a crinine-type alkaloid.

Enantioselective total synthesis of (+)-amabiline.[Pubmed:22432912]

Org Lett. 2012 Apr 6;14(7):1869-71.

The first total synthesis of (+)-Amabiline, an unsaturated pyrrolizidine alkaloid from Cynoglossum amabile, is reported. This convergent, enantioselective synthesis proceeds in 15 steps (10-step longest linear sequence) in 6.2% overall yield and features novel methodology to construct the unsaturated pyrrolizidine or (-)-supinidine core.

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