(-)-Echinosporin

Base Information

Chemical Name:(-)-Echinosporin
CAS No.:79127-35-8
Molecular Formula:C₁₀H₉NO₅
Molecular Weight:223.185
Hs Code.:
UNII:B85B6W425C
Nikkaji Number:J274.072I
Wikidata:Q77377284
Metabolomics Workbench ID:112927
ChEMBL ID:CHEMBL444466
Mol file:79127-35-8.mol

Synonyms:echinosporin;XK-213

Suppliers and Price of (-)-Echinosporin

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
Echinosporin
1mg
$ 358.00

TRC
Echinosporin
2.5mg
$ 1130.00

Adipogen Life Sciences
Echinosporin ≥98%(HPLC)
1 mg
$ 130.00

Total 9 raw suppliers

Chemical Property of (-)-Echinosporin

Chemical Property:

Vapor Pressure:8.4E-19mmHg at 25°C
Boiling Point:635.1°C at 760 mmHg
PKA:10.92±0.40(Predicted)
Flash Point:337.9°C
PSA：98.85000
Density:1.709g/cm³
LogP:-0.49770
XLogP3:-0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:223.04807239
Heavy Atom Count:16
Complexity:454

Purity/Quality:

98% ^*data from raw suppliers

Echinosporin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC2(C3C1C(OC(=C3)C(=O)N)OC2=O)O
Isomeric SMILES:C1=C[C@@]2([C@@H]3[C@H]1[C@@H](OC(=C3)C(=O)N)OC2=O)O
Uses Echinosporin is an apoptotic cell-cycle inhibitor.

Technology Process of (-)-Echinosporin

There total 10 articles about (-)-Echinosporin 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: 30.0%

: 123487-81-0,139405-96-2
(4aS,5S,7aS)-3-Carbamoyl-1,5-dihydroxy-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-5-carboxylic acid

: 79127-35-8
echinosporin

Guidance literature:: With tributylphosphine; 4 A molecular sieve; diethylazodicarboxylate; In tetrahydrofuran; Ambient temperature;

Reference yield:

: 123487-75-2,123538-49-8
(3R,3aR,3bR,4S,6aS,6bR)-2,3,4-Trihydroxy-3,3a,3b,4,6a,6b-hexahydro-2H-1-oxa-cyclobutadicyclopentene-4-carboxylic acid methyl ester

: 79127-35-8,128947-83-1
(-)-Echinosporin

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / (allyl-O)2CO / Pd₂(DBA)3*CHCl₃ / acetonitrile / 80 °C

2: 86 percent / NH₄OH / methanol

3: SO₃*pyr, DMSO / CH₂Cl₂ / 0 °C

4: 3.6 N HCl / 48 h

5: Bu₃P, DEAD, 4 Angstroem molecular sieves / tetrahydrofuran / Ambient temperature

With hydrogenchloride; ammonium hydroxide; pyridine-SO₃ complex; tributylphosphine; diallylcarbonate; 4 A molecular sieve; dimethyl sulfoxide; diethylazodicarboxylate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja00202a068

Reference yield:

: 123487-73-0
C₁₄H₁₈O₅

: 79127-35-8,128947-83-1
(-)-Echinosporin

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) KN(SiMe₃)2; 2.) (+)-(camphorsulfonyl)oxaziridine / 1.) THF, HMPA, -78 deg C

2: 70 percent / Bio-Rad AG₅₀W acidic resin, H₂O / acetonitrile

3: 55 percent / (allyl-O)2CO / Pd₂(DBA)3*CHCl₃ / acetonitrile / 80 °C

4: 86 percent / NH₄OH / methanol

5: SO₃*pyr, DMSO / CH₂Cl₂ / 0 °C

6: 3.6 N HCl / 48 h

7: Bu₃P, DEAD, 4 Angstroem molecular sieves / tetrahydrofuran / Ambient temperature

With hydrogenchloride; ammonium hydroxide; pyridine-SO₃ complex; tributylphosphine; diallylcarbonate; (+)-(2S,8aS)-(camphorylsulfonyl)oxaziridine; 4 A molecular sieve; Bio-Rad AG₅₀W acidic resin; water; potassium hexamethylsilazane; dimethyl sulfoxide; diethylazodicarboxylate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja00202a068