rac-Lasofoxifene

Base Information

• Chemical Name: rac-Lasofoxifene
• CAS No.: 180915-78-0
• Molecular Formula: C28H31NO2
• Molecular Weight: 0.00000
• Mol file: 180915-78-0.mol

Synonyms:

Chemical Property of rac-Lasofoxifene

Chemical Property:

• Melting Point: >155°C (dec.)
• PSA: 0.00000
• LogP: 0.00000
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol

Purity/Quality:

97% ^*data from raw suppliers

rac-Lasofoxifene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: rac-Lasofoxifene is a non-steroidal selective estrogen receptor modulator, used to treat osteoporosis.

Technology Process of rac-Lasofoxifene

There total 44 articles about rac-Lasofoxifene 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: 99.0%

cis-6-phenyl-5-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-5,6,7,8-tetrahydronaphthalen-2-ol hydrobromide → lasofoxifene (180915-78-0)

Guidance literature:

With sodium hydrogencarbonate; In methanol; dichloromethane; water; for 1.5h;

Reference yield: 80.0%

1-{2-[4-(6-methoxy-2-phenyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-phenoxy]-ethyl}-pyrrolidine (5879-98-1) → lasofoxifene (180916-16-9,180915-78-0)

Guidance literature:

With boron tribromide; In dichloromethane; at -50 - 0 ℃; for 3h;

DOI:10.1080/00397911.2015.1135957

Reference yield: 76.0%

7-methoxylasofoxifene → lasofoxifene (180916-16-9,180915-78-0)

Guidance literature:

7-methoxylasofoxifene; With boron tribromide; In dichloromethane; at -78 - 0 ℃; for 2h;

With water; sodium hydrogencarbonate; In dichloromethane;

upstream raw materials:

nafoxidine

1-{2-[4-(6-methoxy-2-phenyl-3,4-dihydronaphthalen-1-yl)phenoxy]ethyl}pyrrolidine hydrochloride

1-{2-[4-(6-methoxy-2-phenyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-phenoxy]-ethyl}-pyrrolidine

1-{2-[4-(2-Bromo-6-methoxy-3,4-dihydronaphthalen-1-yl)phenoxy] ethyl}pyrrolidine

Downstream raw materials:

Lasofoxifene tartrate

Refernces

• 1、 Rosati,Jardine,Cameron,Thompson,Hua Zhu Ke,Toler,Brown,Pan,Ebbinghaus,Reinhold,Elliott,Newhouse,Tjoa,Sweetnam,Cole,Arriola,Gauthier,Crawford,Nickerson,Pirie,Qi,Simmons,Tkalcevic. "Discovery and preclinical pharmacology of a novel, potent, nonsteroidal estrogen receptor agonist/antagonist, CP-336156, a diaryltetrahydronaphthalene [1]". . p. 2928 - 2931. Retrieved 1998.
• 2、 Umareddy, Pailla,Arava, Veera Reddy. "Total synthesis of lasofoxifene and nafoxidine". supporting information. p. 309 - 313. Retrieved 2016/04/05.
• 3、 Nakata, Kenya,Sano, Yoshiyuki,Shiina, Isamu. "Synthesis of lasofoxifene, nafoxidine and their positional isomers via the novel three-component coupling reaction". experimental part. p. 6773 - 6794. Retrieved 2011/02/22.