CID 14058036

Base Information

• Chemical Name: CID 14058036
• CAS No.: 60102-29-6
• Molecular Formula: C17H18O4
• Molecular Weight: 286.32
• DSSTox Substance ID: DTXSID001161805
• Metabolomics Workbench ID: 22915
• Nikkaji Number: J18.261C
• Mol file: 60102-29-6.mol

Synonyms:Isosativan;60102-29-6;DTXSID001161805;AKOS032962460;FS-8854;XI161833;2-[(3R)-3,4-Dihydro-7-methoxy-2H-1-benzopyran-3-yl]-5-methoxyphenol

Chemical Property of CID 14058036

Chemical Property:

• Melting Point: 152-154 °C
• Boiling Point: 397.4±42.0 °C(Predicted)
• PKA: 9.51±0.40(Predicted)
• Density: 1.203±0.06 g/cm3(Predicted)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 286.12050905
• Heavy Atom Count: 21
• Complexity: 335

Purity/Quality:

98% ^*data from raw suppliers

Isosativan 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C2CC3=C(C=C(C=C3)OC)OC2)O
• Isomeric SMILES: COC1=CC(=C(C=C1)[C@H]2CC3=C(C=C(C=C3)OC)OC2)O

Technology Process of CID 14058036

There total 7 articles about CID 14058036 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:

C24H24O4 → (3S)-2'-hydroxy-4',7-dimethoxyisoflavan (20879-02-1) + (3R)-2'-hydroxy-4',7-dimethoxyisoflavan (60102-29-6)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; In tetrahydrofuran; methanol; water; at 20 ℃; Overall yield = 16 mg; enantioselective reaction;

DOI:10.1016/j.tetlet.2018.05.016

Reference yield:

(-)-homopterocarpin (606-91-7) → (3R)-2'-hydroxy-4',7-dimethoxyisoflavan (60102-29-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

Reference yield:

tert-butyl-(2-(chloromethyl)-5-methoxyphenoxy)dimethylsilane (936856-43-8) → (3S)-2'-hydroxy-4',7-dimethoxyisoflavan (20879-02-1) + (3R)-2'-hydroxy-4',7-dimethoxyisoflavan (60102-29-6)

Guidance literature:

Multi-step reaction with 4 steps

1: (S)-2-(fluorodiphenylmethyl)pyrrolidine; 4-nitro-benzoic acid; tetrabutyl ammonium fluoride; sodium dihydrogenphosphate / dichloromethane; tetrahydrofuran / 16 h / -40 °C

2: sodium tetrahydroborate / methanol / 0 °C

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 20 °C

4: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol; tetrahydrofuran; water / 20 °C

With sodium tetrahydroborate; sodium dihydrogenphosphate; 10 wt% Pd(OH)2 on carbon; tetrabutyl ammonium fluoride; hydrogen; triphenylphosphine; (S)-2-(fluorodiphenylmethyl)pyrrolidine; diethylazodicarboxylate; 4-nitro-benzoic acid; In tetrahydrofuran; methanol; dichloromethane; water; 3: |Mitsunobu Displacement;

DOI:10.1016/j.tetlet.2018.05.016

upstream raw materials:

(-)-homopterocarpin

tert-butyl-(2-(chloromethyl)-5-methoxyphenoxy)dimethylsilane

Downstream raw materials:

(R)-7,2',4'-trimethoxyisoflavan

2-methoxy-5-((R)-7-methoxy-chroman-3-yl)-[1,4]benzoquinone

2-<3R-6'-hydroxy-4',7-dimethoxyisoflavan-3'-yl>-4',7-dimethoxyisoflavone

(R)-7-Methoxy-3-(4-methoxy-2-methoxymethoxy-phenyl)-chroman