(-)-Nyasol

Base Information

• Chemical Name: (-)-Nyasol
• CAS No.: 96895-25-9
• Molecular Formula: C₁₇H₁₆O₂
• Molecular Weight: 252.313
• UNII: LK6CH9D7UR
• DSSTox Substance ID: DTXSID501337053
• Nikkaji Number: J1.277.030H
• Wikipedia: Nyasol
• Wikidata: Q27136365
• Metabolomics Workbench ID: 135001
• ChEMBL ID: CHEMBL451713
• Mol file: 96895-25-9.mol

Synonyms:4,4'-(3-ethenyl-1-propene-1,3-diyl)-bisphenol;cis-hinokiresinol;nyasol

Chemical Property of (-)-Nyasol

Chemical Property:

• Boiling Point: 429.4°Cat760mmHg
• Flash Point: 203.9°C
• PSA: 40.46000
• Density: 1.163g/cm³
• LogP: 4.08080
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 252.115029749
• Heavy Atom Count: 19
• Complexity: 294

Purity/Quality:

99%+, ^*data from raw suppliers

(-)-Nyasol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(C=CC1=CC=C(C=C1)O)C2=CC=C(C=C2)O
• Isomeric SMILES: C=C[C@H](/C=C\C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
• Uses: (-)-Nyasol is a naturally occurring phenylpropanoid with estrogen receptor binding activity.

Technology Process of (-)-Nyasol

There total 43 articles about (-)-Nyasol 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: 98.0%

acetic acid (R,Z)-4-[3-(4-acetoxyphenyl)-1-vinylallyl]phenyl ester (1209467-78-6) → (-)-Nyasol (185020-38-6,96895-25-9)

Guidance literature:

acetic acid (R,Z)-4-[3-(4-acetoxyphenyl)-1-vinylallyl]phenyl ester; With water; potassium carbonate; In methanol; at 22 ℃; for 1h;

With hydrogenchloride; In methanol; water;

DOI:10.1002/anie.200905223

Reference yield: 86.0%

(R,E)-4,4'-(penta-1,4-diene-1,3-diyl)bis(methoxybenzene) (1418147-90-6) → (+)-(7R,E)-hinokiresinol (185020-38-6,96895-25-9)

Guidance literature:

With methyl magnesium iodide; In diethyl ether; at 160 ℃; for 1h; under 150 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1021/ja311422z

Reference yield: 82.0%

(+/-)-(Z)-4,4'-(penta-1,4-diene-1,3-diyl)bis(methoxybenzene) (4825-70-1,22338-49-4,96895-26-0) → (+/-)-Nyasol (230292-85-0,185020-38-6,96895-25-9)

Guidance literature:

With methyl magnesium iodide; In diethyl ether; at 160 ℃; for 1h; under 112.511 Torr; Inert atmosphere;

DOI:10.1080/00397911.2014.954729

upstream raw materials:

(E)-1,3-bis(4-[tetrahydro-2H-pyran-2-yloxy]phenyl)pent-4-en-1-ol

4-coumaryl 4-coumarate

4,4'-(1-hydroxypent-4-ene-1,3-diyl)diphenol

4',4-dihydroxychalcone

Refernces

• 1、 Meng, Fan-Cheng,Liu, Hui,Huang, Xiao-Jun,Chang, Yu,Ren, Dai,Lin, Li-Gen,Zeng, Qing-Qian,Zhang, Qing-Wen. "Four new norlignan glycoside isomers from the twigs of Cephalotaxus oliveri Mast.". . p. 1686 - 1689. Retrieved 2017/11/24.
• 2、 Gao, Fang,Carr, James L.,Hoveyda, Amir H.. "A broadly applicable NHC-Cu-catalyzed approach for efficient, site-, and enantioselective coupling of readily accessible (pinacolato)alkenylboron compounds to allylic phosphates and applications to natural product synthesis". . p. 2149 - 2161. Retrieved 2014/03/21.