Sojagol

Base Information

• Chemical Name: Sojagol
• CAS No.: 18979-00-5
• Molecular Formula: C₂₀H₁₆O₅
• Molecular Weight: 336.344
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID70172400
• Metabolomics Workbench ID: 22967
• Nikkaji Number: J103.714E
• Wikidata: Q27108302
• Mol file: 18979-00-5.mol

Synonyms:Sojagol;Soyagol;18979-00-5;CHEBI:9183;DTXSID70172400;GSAVLDZAGYKJSO-UHFFFAOYSA-N;LMPK12090012;1H,7H-Furo[3,2-c:5,4-f']bis[1]benzopyran-7-one, 2,3-dihydro-10-hydroxy-3,3-dimethyl-;Q27108302;10-hydroxy-3,3-dimethyl-2,3-dihydro-1H,7H-pyrano[2',3':6,7][1]benzofuro[3,2-c][1]benzopyran-7-one;2,3-Dihydro-10-hydroxy-3,3-dimethyl-1H,7H-furo[2,3-c:5,4-f']bis[1]benzopyran-7-one, 9CI;3-Hydroxy-9,10-(2,2-dimethyl-1-oxabutane-1,4-diyl)-6H-benzofuro[3,2-c][1]benzopyran-6-one;7-hydroxy-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-1(13),2(11),5(10),6,8,14(19),20-heptaen-3-one

Chemical Property of Sojagol

Chemical Property:

• Boiling Point: 552.9°Cat760mmHg
• Flash Point: 288.2°C
• PSA: 72.81000
• Density: 1.371g/cm³
• LogP: 4.50160
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 336.09977361
• Heavy Atom Count: 25
• Complexity: 560

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2=C(O1)C=CC3=C2OC4=C3C(=O)OC5=C4C=CC(=C5)O)C

Technology Process of Sojagol

There total 15 articles about Sojagol 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:

C35H47IO8Si (947339-16-4) → sojagol (18979-00-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 84 percent / CO; 4-Angstroem MS / PtCl₂ / toluene / 5.5 h / 85 °C / 760.05 Torr

2.1: 82 percent / (NH₄)2Ce(NO₃)6; CAN / acetonitrile; H₂O

3.1: Zn(iPr)2; [Li(acac)] / 1-methyl-pyrrolidin-2-one

3.2: 86 percent / CuCN*2LiCl

4.1: 93 percent / NaClO₂; NaH₂PO₄; 2-methylbutene / 2-methyl-propan-2-ol; H₂O

5.1: KOMe / methanol

6.1: H₂SO₄; HOAc

With sodium chlorite; sodium dihydrogenphosphate; ammonium cerium(IV) nitrate; carbon monoxide; 4-Angstroem MS; sulfuric acid; potassium methanolate; 2-Methyl-1-butene; acetic acid; platinum(II) chloride; In 1-methyl-pyrrolidin-2-one; methanol; water; toluene; acetonitrile; tert-butyl alcohol;

DOI:10.1002/anie.200700895

Reference yield:

C11H12I2O3 (947339-34-6) → sojagol (18979-00-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 94 percent / Et₃N; 4-dimethylaminopyridine / toluene

2.1: 74 percent / Et₃N; H₂ / [PdCl₂(PPh₃)2]; CuI / 760.05 Torr

3.1: 84 percent / CO; 4-Angstroem MS / PtCl₂ / toluene / 5.5 h / 85 °C / 760.05 Torr

4.1: 82 percent / (NH₄)2Ce(NO₃)6; CAN / acetonitrile; H₂O

5.1: Zn(iPr)2; [Li(acac)] / 1-methyl-pyrrolidin-2-one

5.2: 86 percent / CuCN*2LiCl

6.1: 93 percent / NaClO₂; NaH₂PO₄; 2-methylbutene / 2-methyl-propan-2-ol; H₂O

7.1: KOMe / methanol

8.1: H₂SO₄; HOAc

With dmap; sodium chlorite; sodium dihydrogenphosphate; ammonium cerium(IV) nitrate; carbon monoxide; 4-Angstroem MS; sulfuric acid; potassium methanolate; hydrogen; 2-Methyl-1-butene; acetic acid; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; platinum(II) chloride; In 1-methyl-pyrrolidin-2-one; methanol; water; toluene; acetonitrile; tert-butyl alcohol; 2.1: Sonogashira reaction;

DOI:10.1002/anie.200700895

Reference yield:

C17H26I2O4Si (947339-13-1) → sojagol (18979-00-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 74 percent / Et₃N; H₂ / [PdCl₂(PPh₃)2]; CuI / 760.05 Torr

2.1: 84 percent / CO; 4-Angstroem MS / PtCl₂ / toluene / 5.5 h / 85 °C / 760.05 Torr

3.1: 82 percent / (NH₄)2Ce(NO₃)6; CAN / acetonitrile; H₂O

4.1: Zn(iPr)2; [Li(acac)] / 1-methyl-pyrrolidin-2-one

4.2: 86 percent / CuCN*2LiCl

5.1: 93 percent / NaClO₂; NaH₂PO₄; 2-methylbutene / 2-methyl-propan-2-ol; H₂O

6.1: KOMe / methanol

7.1: H₂SO₄; HOAc

With sodium chlorite; sodium dihydrogenphosphate; ammonium cerium(IV) nitrate; carbon monoxide; 4-Angstroem MS; sulfuric acid; potassium methanolate; hydrogen; 2-Methyl-1-butene; acetic acid; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; platinum(II) chloride; In 1-methyl-pyrrolidin-2-one; methanol; water; toluene; acetonitrile; tert-butyl alcohol; 1.1: Sonogashira reaction;

DOI:10.1002/anie.200700895

upstream raw materials:

C₂₀H₁₈O₆

C₃₅H₄₇IO₈Si

C₃₅H₄₇IO₈Si

C₃₀H₃₃IO₈

Refernces

• 1、 Fuerstner, Alois,Heilmann, Eike K.,Davies, Paul W.. "Total synthesis of the antibiotic erypoegin H and cognates by a PtCl 2-catalyzed cycloisomerization reaction". . p. 4760 - 4763. Retrieved 2008/02/08.