4-Diethylaminosalicylicacid

Base Information

Chemical Name:4-Diethylaminosalicylicacid
CAS No.:105368-47-6
Molecular Formula:C₂₃H₂₈O₆
Molecular Weight:400.472
Hs Code.:
Wikipedia:Enprostil
NCI Thesaurus Code:C169951
Mol file:105368-47-6.mol

Synonyms:Enprostil;Enprostil, (1alpha(R*),2beta(1E,3R*),3alpha)-(+-)-Isomer;Enprostil, (1alpha(R*),2beta(1E,3S*),3alpha)-(+-)-Isomer;Enprostil, (1alpha,2alpha(1E,3S*),3beta)-(+-)-Isomer;Enprostil, (1alpha,2beta(1E,3R*),3alpha)-(+-)-Isomer;Enprostil, (1R-(1(R*),2beta(1E,3R*),3alpha))-Isomer;Enprostil, (1R-(1alpha(S*),2beta(1E,3R*),3alpha))-Isomer;Enprostil, (1R-(1alpha,2beta(1E,3R*),3alpha))-Isomer;Enprostil, (1S-(1alpha(R*),2beta(1E,3R*),3alpha))-Isomer;Enprostil, (1S-(1alpha(S*),2beta(1E,3R*),3alpha))-Isomer;Gardrin;RS 84135;RS-84135;RS84135

Suppliers and Price of 4-Diethylaminosalicylicacid

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
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price

Total 0 raw suppliers

Chemical Property of 4-Diethylaminosalicylicacid

Chemical Property:

Vapor Pressure:4.64E-13mmHg at 25°C
Boiling Point:552.9°Cat760mmHg
PKA:13.46±0.20(Predicted)
Flash Point:185.7°C
PSA：93.06000
Density:1.201g/cm³
LogP:2.60320
XLogP3:1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:11
Exact Mass:400.18858861
Heavy Atom Count:29
Complexity:613

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC(=O)CCC=C=CCC1C(C(CC1=O)O)C=CC(COC2=CC=CC=C2)O
Isomeric SMILES:COC(=O)CCC=C=CCC1C(C(CC1=O)O)/C=C/C(COC2=CC=CC=C2)O

Technology Process of 4-Diethylaminosalicylicacid

There total 17 articles about 4-Diethylaminosalicylicacid 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: 67.0%

: methyl 11α,15α-bis(tetrahydropyran-2-yloxy)-16-phenoxy-9-oxo-17,18,19,20-tetranorprosta-4,5,13(E)-trienoate

: 73121-56-9,82444-04-0,93000-00-1,99631-10-4,99631-11-5,105368-46-5,105368-47-6,108815-43-6,108815-44-7,108815-47-0,108815-66-3,111408-96-9,111408-97-0,125638-68-8
(dl)-9-keto-11α,15α-dihydroxy-16-phenoxy-17,18,19,20-tetranorprosta-4,5,13-trans-trienoic acid methyl ester

Guidance literature:: With water; acetic acid; In tetrahydrofuran; at 40 ℃; for 14h;
DOI:10.1055/s-1994-25576

Reference yield: 67.0%

: 157543-66-3
(-)-11α,15α-bis<(tert-butyldimethylsilyl)oxy>-9-oxo-16-phenoxy-17,18,19,20-tetranorprosta-4,15,13(t)-trienoic acid methyl ester

: 73121-56-9,82444-04-0,93000-00-1,99631-10-4,99631-11-5,105368-46-5,105368-47-6,108815-43-6,108815-44-7,108815-47-0,108815-66-3,111408-96-9,111408-97-0,125638-68-8
(dl)-9-keto-11α,15α-dihydroxy-16-phenoxy-17,18,19,20-tetranorprosta-4,5,13-trans-trienoic acid methyl ester

Guidance literature:: With pyridine; hydrogen fluoride; In acetonitrile; for 3h;
DOI:10.1021/jo00066a020

Reference yield:

: 286840-19-5
(3aR,4R,5R,6aS)-4-[(E)-(R)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol

: 73121-56-9,82444-04-0,93000-00-1,99631-10-4,99631-11-5,105368-46-5,105368-47-6,108815-43-6,108815-44-7,108815-47-0,108815-66-3,111408-96-9,111408-97-0,125638-68-8
(dl)-9-keto-11α,15α-dihydroxy-16-phenoxy-17,18,19,20-tetranorprosta-4,5,13-trans-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 91 percent / tetrahydrofuran / 5 h / Ambient temperature

2: 91 percent / Et₃N, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

3: 76 percent / CuI*P(OEt)3 / tetrahydrofuran / -40 deg C then 0 deg C, 2 h

4: TBAF / tetrahydrofuran / 3 h / Ambient temperature

5: K₂CO₃ / methanol / 5 h / Ambient temperature

6: pyridinium dichromate / CH₂Cl₂ / 24 h / Ambient temperature

7: pyridinium dichromate / dimethylformamide / 24 h / Ambient temperature

8: 67 percent / AcOH, H₂O / tetrahydrofuran / 14 h / 40 °C

With dmap; dipyridinium dichromate; triethylphosphite copper(I) iodide complex; tetrabutyl ammonium fluoride; water; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1994-25576