[(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate

Base Information

Chemical Name:[(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate
CAS No.:4382-56-3
Molecular Formula:C21H22N2O3
Molecular Weight:350.411
Hs Code.:
DSSTox Substance ID:DTXSID60963122
Metabolomics Workbench ID:62642
Wikidata:Q105007019
Wikipedia:Perakine

[(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate

Synonyms:Perakine;4382-56-3;DTXSID60963122;AKOS040760621

Suppliers and Price of [(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Perakine
10mg
$ 490.00

DC Chemicals
Perakine >98%,StandardReferencesGrade
20 mg
$ 280.00

Biorbyt Ltd
Perakine
10 mg
$ 799.00

Biorbyt Ltd
Perakine
5 mg
$ 596.70

Biorbyt Ltd
Perakine >98%,Standard References Grade
20 mg
$ 569.50

Arctom
Perakine ≥98%
5mg
$ 463.00

Total 32 raw suppliers

Chemical Property of [(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate

Chemical Property:

Vapor Pressure:7.42E-10mmHg at 25°C
Melting Point:186 °C
Refractive Index:1.804
Boiling Point:492.8 °C at 760 mmHg
PKA:5.38±0.70(Predicted)
Flash Point:251.9 °C
PSA：58.97000
Density:1.59 g/cm³
LogP:1.62550
XLogP3:1.6
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:350.16304257
Heavy Atom Count:26
Complexity:720

Purity/Quality:

97% ^*data from raw suppliers

Perakine ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C(C2CC3N1C4C2C(C5(C4)C3=NC6=CC=CC=C56)OC(=O)C)C=O
Isomeric SMILES:C[C@H]1[C@@H]([C@@H]2C[C@@H]3N1[C@@H]4[C@H]2[C@H]([C@@]5(C4)C3=NC6=CC=CC=C56)OC(=O)C)C=O
Description This alkaloid has been shown to be identical with Perakine (q.v.).
Uses Perakine is an alkaloid extracted from family of Rauvolfia plants which acts as an inhibitor of aldose reductase, a potent drug target for diabetes.

Technology Process of [(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate

There total 11 articles about [(1R,10S,12R,13R,14S,16S,17S,18R)-13-formyl-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 2552-93-4
C₂₂H₃₂N₄O

: 4382-56-3
Perakine

Guidance literature:: Multi-step reaction with 9 steps

1: 1 N NaOH / CH₂Cl₂ / 0.67 h / Ambient temperature

2: 86 percent / H₂O, CuCl₂ / tetrahydrofuran / 36 h / Ambient temperature; pH 7 (phosphate buffer)

3: 93 percent / pyridine / Ambient temperature

4: 88 percent / lead tetraacetate / CH₂Cl₂ / 1 h / -70 to 0 deg C

5: triethylamine / CH₂Cl₂ / 5 h / Ambient temperature

6: N-bromosuccinimide, triethylamine / CH₂Cl₂ / 0.17 h / 0 °C

7: 21 percent / Li₂CO₃ / dimethylformamide / 4.5 h / 80 °C

8: 75 percent / zinc dust, acetic acid / 1.5 h / Ambient temperature

9: acetic acid / 336 h / Ambient temperature

With pyridine; lead(IV) acetate; sodium hydroxide; N-Bromosuccinimide; water; lithium carbonate; acetic acid; triethylamine; copper dichloride; zinc; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1248/cpb.39.266

Reference yield:

: 134310-02-4
C₂₃H₂₇Cl₃N₂O₄

: 4382-56-3
Perakine

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / pyridine / Ambient temperature

2: 88 percent / lead tetraacetate / CH₂Cl₂ / 1 h / -70 to 0 deg C

3: triethylamine / CH₂Cl₂ / 5 h / Ambient temperature

4: N-bromosuccinimide, triethylamine / CH₂Cl₂ / 0.17 h / 0 °C

5: 21 percent / Li₂CO₃ / dimethylformamide / 4.5 h / 80 °C

6: 75 percent / zinc dust, acetic acid / 1.5 h / Ambient temperature

7: acetic acid / 336 h / Ambient temperature

With pyridine; lead(IV) acetate; N-Bromosuccinimide; lithium carbonate; acetic acid; triethylamine; zinc; In dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1248/cpb.39.266

Reference yield:

: 134276-99-6
C₂₄H₂₅Cl₃N₂O₅

: 4382-56-3
Perakine

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / CH₂Cl₂ / 5 h / Ambient temperature

2: N-bromosuccinimide, triethylamine / CH₂Cl₂ / 0.17 h / 0 °C

3: 21 percent / Li₂CO₃ / dimethylformamide / 4.5 h / 80 °C

4: 75 percent / zinc dust, acetic acid / 1.5 h / Ambient temperature

5: acetic acid / 336 h / Ambient temperature

With N-Bromosuccinimide; lithium carbonate; acetic acid; triethylamine; zinc; In dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1248/cpb.39.266