Enterodiol

Base Information

• Chemical Name: Enterodiol
• CAS No.: 80226-00-2
• Deprecated CAS: 81495-77-4
• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.37
• European Community (EC) Number: 634-752-1
• UNII: BZF4X2AWRP
• DSSTox Substance ID: DTXSID0047876
• Nikkaji Number: J609.347G
• Wikipedia: Enterodiol
• Wikidata: Q5380230
• Metabolomics Workbench ID: 38725
• ChEMBL ID: CHEMBL471076
• Mol file: 80226-00-2.mol

Synonyms:2,3-BHBBD;2,3-bis(3'-hydroxybenzyl)butane-1,4-diol;2,3-bis(3-hydroxybenzyl)butane-1,4-diol;enterodiol

Chemical Property of Enterodiol

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 3.79E-13mmHg at 25°C
• Refractive Index: 1.626
• Boiling Point: 554.9 °C at 760 mmHg
• PKA: 9.68±0.10(Predicted)
• Flash Point: 262.5 °C
• PSA: 80.92000
• Density: 1.251 g/cm³
• LogP: 2.10000
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 302.15180918
• Heavy Atom Count: 22
• Complexity: 280

Purity/Quality:

98%,99%, ^*data from raw suppliers

Enterodiol ≥95.0% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)CC(CO)C(CC2=CC(=CC=C2)O)CO
• Isomeric SMILES: C1=CC(=CC(=C1)O)C[C@@H](CO)[C@@H](CC2=CC(=CC=C2)O)CO

Technology Process of Enterodiol

There total 15 articles about Enterodiol 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: 100.0%

trans-2,3-bis[(3-hydroxyphenyl)methyl]-γ-butyrolactone (76543-15-2,76721-88-5,77756-20-8,77756-21-9,78473-71-9) → 2,3-bis(3-hydroxybenzyl)-butane-1,4-diol (76543-16-3,77756-22-0,77756-23-1,80226-00-2,81495-77-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; 1.) RT, 1 h, 2.) reflux, 2.5 h;

DOI:10.1021/jf9809176

Reference yield:

(+/-)-trans-2-(3-benzyloxybenzyl)-3-<3-benzyloxy-α,α-bis(phenylthio)benzyl>butyrolactone (96995-01-6) → 2,3-bis(3-hydroxybenzyl)-butane-1,4-diol (76543-16-3,77756-22-0,77756-23-1,80226-00-2,81495-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Raney-Ni / ethanol / 5 h / Heating

2: 100 percent / LiAlH₄ / tetrahydrofuran / 1.) RT, 1 h, 2.) reflux, 2.5 h

With lithium aluminium tetrahydride; nickel; In tetrahydrofuran; ethanol;

DOI:10.1021/jf9809176

Reference yield:

3-benzyloxybenzaldehyde bis(phenylthio) acetal (96995-00-5) → 2,3-bis(3-hydroxybenzyl)-butane-1,4-diol (76543-16-3,77756-22-0,77756-23-1,80226-00-2,81495-77-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi, 3.) N,N-dimethyl-2-imidazolidinone

2: 100 percent / Raney-Ni / ethanol / 5 h / Heating

3: 100 percent / LiAlH₄ / tetrahydrofuran / 1.) RT, 1 h, 2.) reflux, 2.5 h

With 1,3-dimethyl-2-imidazolidinone; lithium aluminium tetrahydride; n-butyllithium; nickel; In tetrahydrofuran; ethanol;

DOI:10.1021/jf9809176

upstream raw materials:

Acetic acid 3-[(3S,4S)-4-(3-acetoxy-benzyl)-2,5-dioxo-tetrahydro-furan-3-ylmethyl]-phenyl ester

trans-2,3-bis[(3-hydroxyphenyl)methyl]-γ-butyrolactone

3-benzyloxybenzaldehyde bis(phenylthio) acetal

(+/-)-trans-2-(3-benzyloxybenzyl)-3-<3-benzyloxy-α,α-bis(phenylthio)benzyl>butyrolactone