3,9-Dihydroxypterocarpan

Base Information

• Chemical Name: 3,9-Dihydroxypterocarpan
• CAS No.: 61135-91-9
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.258
• DSSTox Substance ID: DTXSID80210024
• Nikkaji Number: J346.404K
• Wikidata: Q27098166
• Metabolomics Workbench ID: 50205
• ChEMBL ID: CHEMBL1098413
• Mol file: 61135-91-9.mol

Synonyms:3,9-dihydroxypterocarpan

Chemical Property of 3,9-Dihydroxypterocarpan

Chemical Property:

• Vapor Pressure: 9.83E-09mmHg at 25°C
• Boiling Point: 450.5°C at 760 mmHg
• Flash Point: 226.3°C
• PSA: 58.92000
• Density: 1.429g/cm³
• LogP: 2.70750
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 256.07355886
• Heavy Atom Count: 19
• Complexity: 347

Purity/Quality:

98%Min ^*data from raw suppliers

3,9-Dihydroxypterocarpan ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(C3=C(O1)C=C(C=C3)O)OC4=C2C=CC(=C4)O
• Isomeric SMILES: C1[C@@H]2[C@H](C3=C(O1)C=C(C=C3)O)OC4=C2C=CC(=C4)O

Technology Process of 3,9-Dihydroxypterocarpan

There total 5 articles about 3,9-Dihydroxypterocarpan 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: 28.0%

(+/-)-cis-3-<2,4-Bis(methoxymethoxy)phenyl>-3,4-dihydro-7-(methoxymethoxy)-2H-1-benzopyran-4-ol (141330-26-9,141330-28-1) → haginin D (79852-13-4) + (+/-)-9-O-Demethylmedicarpin (61135-91-9,63901-96-2,75556-91-1,105815-70-1)

Guidance literature:

With acetic acid; 1.) 75 deg C, 2 h, 2.) reflux, 10 min;

DOI:10.1002/hlca.19920750205

Reference yield:

3-<2,4-Bis(methoxymethoxy)phenyl>-7-(methoxymethoxy)-4H-1-benzopyran-4-on (113250-45-6) → (+/-)-9-O-Demethylmedicarpin (61135-91-9,63901-96-2,75556-91-1,105815-70-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / 20 percent DIBAH / tetrahydrofuran; toluene / 2.5 h / -60 - -55 °C

2: 64 percent / NaBH₄ / tetrahydrofuran; ethanol

3: 31 percent / 50 percent aq. AcOH / 1.) 75 deg C, 2 h, 2.) reflux, 10 min

With sodium tetrahydroborate; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; ethanol; toluene;

DOI:10.1002/hlca.19920750205

Reference yield:

7-(Methoxymethoxy)-3-<4-(methoxymethoxy)phenyl>-4H-1-benzopyran-4-on (141330-20-3) → (+/-)-9-O-Demethylmedicarpin (61135-91-9,63901-96-2,75556-91-1,105815-70-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / 20 percent DIBAH / tetrahydrofuran; toluene / 2.5 h / -60 - -55 °C

2: 64 percent / NaBH₄ / tetrahydrofuran; ethanol

3: 31 percent / 50 percent aq. AcOH / 1.) 75 deg C, 2 h, 2.) reflux, 10 min

With sodium tetrahydroborate; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; ethanol; toluene;

DOI:10.1002/hlca.19920750205

upstream raw materials:

(+/-)-cis-3-<2,4-Bis(methoxymethoxy)phenyl>-3,4-dihydro-7-(methoxymethoxy)-2H-1-benzopyran-4-ol

7-(Methoxymethoxy)-3-<4-(methoxymethoxy)phenyl>-4H-1-benzopyran-4-on

3-<2,4-Bis(methoxymethoxy)phenyl>-7-(methoxymethoxy)-4H-1-benzopyran-4-on

(+/-)-3-<2,4-Bis(methoxymethoxy)phenyl>-2,3-dihydro-7-(methoxymethoxy)-4H-1-benzopyran-4-on