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Octahydroisoindole

CAS# 21850-12-4

Octahydroisoindole

Catalog No. BCN2275----Order now to get a substantial discount!

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Octahydroisoindole:5mg Please Inquire In Stock
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Quality Control of Octahydroisoindole

Number of papers citing our products

Chemical structure

Octahydroisoindole

3D structure

Chemical Properties of Octahydroisoindole

Cas No. 21850-12-4 SDF Download SDF
PubChem ID 409979 Appearance Powder
Formula C8H15N M.Wt 125.21
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2,3,3a,4,5,6,7,7a-octahydro-1H-isoindole
SMILES C1CCC2CNCC2C1
Standard InChIKey ODSNARDHJFFSRH-UHFFFAOYSA-N
Standard InChI InChI=1S/C8H15N/c1-2-4-8-6-9-5-7(8)3-1/h7-9H,1-6H2
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 Octahydroisoindole

The herbs of Atropa belladonna L.

Protocol of Octahydroisoindole

Structure Identification
European Journal of Organic Chemistry, 2011,33:6732–6738.

Synthesis of Phosphoproline Derivatives with an Octahydroisoindole Structure[Reference: WebLink]


METHODS AND RESULTS:
The synthesis of two phosphoproline analogues possessing an Octahydroisoindole structure is described for the first time. The new α-aminophosphonic acids can be viewed as the result of fusing a cyclohexane ring to the [c] face of the five-membered pyrrolidine unit. The junction of the bicyclic system is cis in both compounds, but they differ in the relative stereochemistry of the cyclohexane and phosphonate moieties. Using phthalimide as a common precursor and following stereodivergent routes, the target α-aminophosphonic acids, (1R*,3aR*,7aS*)- and (1S*,3aR*,7aS*)-Octahydroisoindole-1-phosphonic acids, have been prepared with completestereocontrol and in high overall yields.
CONCLUSIONS:
The structurally related isoindoline-1-phosphonic acid, containing a benzene ring [c]-fused to pyrrolidine, has also been obtained.

Octahydroisoindole Dilution Calculator

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Octahydroisoindole Molarity Calculator

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Preparing Stock Solutions of Octahydroisoindole

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.9866 mL 39.9329 mL 79.8658 mL 159.7317 mL 199.6646 mL
5 mM 1.5973 mL 7.9866 mL 15.9732 mL 31.9463 mL 39.9329 mL
10 mM 0.7987 mL 3.9933 mL 7.9866 mL 15.9732 mL 19.9665 mL
50 mM 0.1597 mL 0.7987 mL 1.5973 mL 3.1946 mL 3.9933 mL
100 mM 0.0799 mL 0.3993 mL 0.7987 mL 1.5973 mL 1.9966 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 Octahydroisoindole

Total synthesis of (+/-)-kainic acid: a photochemical C-H carbamoylation approach.[Pubmed:21504139]

Org Lett. 2011 May 20;13(10):2674-7.

A novel photochemical C-H carbamoylation of an Octahydroisoindole derivative with PhNCO has allowed the authors to provide a unique access to a highly functionalized proline motif from which total synthesis of (+/-)-kainic acid, a bioactive marine alkaloid, has been accomplished.

Synthesis and structure-activity relationships of potent new angiotensin converting enzyme inhibitors containing saturated bicyclic amino acids.[Pubmed:3035180]

J Med Chem. 1987 Jun;30(6):992-8.

The synthesis of a series of novel, potent angiotensin converting enzyme (ACE) inhibitors containing saturated bicyclic amino acids in place of proline is described. Octahydroindole-2-carboxylic acid, Octahydroisoindole-1-carboxylic acid, and octahydro-3-oxoisoindole-1-carboxylic acid can replace proline in both sulfhydryl and non-sulfhydryl ACE inhibitors to give compounds equipotent to captopril and enalapril both in vitro and in vivo. Structure-activity relationships are discussed. Compound 11a (CI-907, indolapril) has advanced to clinical evaluation.

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