3,4-Divanillyltetrahydrofuran

Base Information

• Chemical Name: 3,4-Divanillyltetrahydrofuran
• CAS No.: 34730-78-4
• Molecular Formula: C20H24O5
• Molecular Weight: 344.408
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID20956217
• Nikkaji Number: J978.723B
• Wikipedia: 3,4-Divanillyltetrahydrofuran
• Wikidata: Q4634070
• Pharos Ligand ID: 3HGFP495A6BT
• Metabolomics Workbench ID: 133786
• ChEMBL ID: CHEMBL405043
• Mol file: 34730-78-4.mol

Synonyms:3,4-divanillyltetrahydrofuran;dv-tetrahydrofuran

Chemical Property of 3,4-Divanillyltetrahydrofuran

Chemical Property:

• Melting Point: 116-117℃
• Boiling Point: 527.8 °C at 760 mmHg
• PKA: 9.80±0.20(Predicted)
• Flash Point: 273 °C
• PSA: 68.15000
• Density: 1.224 g/cm³
• LogP: 3.16280
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 344.16237386
• Heavy Atom Count: 25
• Complexity: 368

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)CC2COCC2CC3=CC(=C(C=C3)O)OC)O

Technology Process of 3,4-Divanillyltetrahydrofuran

There total 11 articles about 3,4-Divanillyltetrahydrofuran 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:

3-methoxy-4-(phenylmethoxy)benzaldehyde (2426-87-1) → 4-({4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl}methyl)-2-methoxyphenol (34730-78-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 49 g

2: K₂CO₃ / dimethylformamide

3: H₂ / 10percent Pd-C / ethyl acetate / 8 h / 80 °C / 38000 Torr

4: 8 g

5: LiAlH₄

6: p-tosyl chloride

With lithium aluminium tetrahydride; hydrogen; potassium carbonate; p-toluenesulfonyl chloride; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0031-9422(00)80791-8

Reference yield:

(E)-2-(4'-benzyloxy-3'-methoxybenzylidene)succinic acid (96917-15-6) → 4-({4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl}methyl)-2-methoxyphenol (34730-78-4)

Guidance literature:

Multi-step reaction with 7 steps

1: K₂CO₃ / dimethylformamide

2: 49 g

3: K₂CO₃ / dimethylformamide

4: H₂ / 10percent Pd-C / ethyl acetate / 8 h / 80 °C / 38000 Torr

5: 8 g

6: LiAlH₄

7: p-tosyl chloride

With lithium aluminium tetrahydride; hydrogen; potassium carbonate; p-toluenesulfonyl chloride; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0031-9422(00)80791-8

Reference yield:

4-benzyloxy-3-methoxybenzylidenesuccinic acid dimethyl ester → 4-({4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl}methyl)-2-methoxyphenol (34730-78-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 49 g

2: K₂CO₃ / dimethylformamide

3: H₂ / 10percent Pd-C / ethyl acetate / 8 h / 80 °C / 38000 Torr

4: 8 g

5: LiAlH₄

6: p-tosyl chloride

With lithium aluminium tetrahydride; hydrogen; potassium carbonate; p-toluenesulfonyl chloride; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0031-9422(00)80791-8

upstream raw materials:

(+/-)-secoisolariciresinol

secoisolariciresinol diglucoside

3-methoxy-4-(phenylmethoxy)benzaldehyde

dimethyl 2,3-bis-(4-hydroxy-3-methoxybenzyl)succinate

Refernces

• 1、 Matsuura, Shin,Iinuma, Munekazu. "LIGNAN FROM CALYCES OF DIOSPYROS KAKI". . p. 626 - 628. Retrieved 2007/10/02.