Lasofoxifene tartrate

Base Information

• Chemical Name: Lasofoxifene tartrate
• CAS No.: 190791-29-8
• Molecular Formula: C28H31NO2^.C4H6O6
• Molecular Weight: 563.648
• European Community (EC) Number: 638-818-0
• UNII: 85X09V2GSO
• DSSTox Substance ID: DTXSID60940655
• NCI Thesaurus Code: C80680
• Mol file: 190791-29-8.mol

Synonyms:Lasofoxifene tartrate;190791-29-8;Lasofoxifene (Tartrate);Fablyn;UNII-85X09V2GSO;Lasofoxifene tartrate [USAN];LASOFOXIFENE HCL;CB 336156EB;85X09V2GSO;CP-336156;CP-336,156-CB;(2S,3S)-2,3-dihydroxybutanedioic acid;(5R,6S)-6-phenyl-5-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-5,6,7,8-tetrahydronaphthalen-2-ol;2-Naphthalenol, 5,6,7,8-tetrahydro-6-phenyl-5-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-, (5R,6S)-, (2S,3S)-2,3-dihydroxybutanedioate (1:1);C28H31NO2.C4H6O6;C28-H31-N-O2.C4-H6-O6;Lasofoxifenetartrate;2-Naphthalenol, 5,6,7,8-tetrahydro-6-phenyl-5-(4-(2-(1-pyrrolidinyl)ethoxy)phenyl)-, (5R,6S)-, (2S,3S)-2,3-dihydroxybutanedioate (1:1) (salt);LASOFOXIFENE D-TARTRATE;SCHEMBL1649247;DTXSID60940655;LASOFOXIFENE TARTRATE [MI];LASOFOXIFENE TARTRATE [JAN];CB-336156EB;HY-A0038;CP-336156-CB;MFCD30207839;LASOFOXIFENE TARTRATE [MART.];AKOS030230851;LASOFOXIFENE TARTRATE [WHO-DD];AM84656;CS-5274;Lasofoxifene tartrate, >=98% (HPLC);AS-75192;L0336;S9520;C73647;Q27269679;Z2787995378;(-)-CIS-5,6,7,8-TETRAHYDRO-6-PHENYL-5-(P-(2-(1-PYRROLIDINYL)ETHOXY)PHENYL))-2-NAPHTHOL D-TARTRATE (1:1);(-)-cis-5,6,7,8-Tetrahydro-6-phenyl-5-(p-(2-(1-pyrrolidinyl)ethoxy)phenyl)-2-naphthol D-tartrate (1:1) (salt);(5R,6S)-6-phenyl-5-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol;(5R,6S)-6-phenyl-5-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-5,6,7,8-tetrahydronaphthalen-2-ol (2S,3S)-2,3-dihydroxysuccinate;2,3-Dihydroxybutanedioic acid--6-phenyl-5-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol (1/1);2-Naphthalenol, 5,6,7,8-tetrahydro-6-phenyl-5-(4-(2-(1-pyrrolidinyl)ethoxy)phenyl)-, (5R-cis)-, (S-(R*,R*))-2,3-dihydroxybutanedioate (1:1) (salt);2-Naphthalenol, 5,6,7,8-tetrahydro-6-phenyl-5-(4-(2-(1-pyrrolidinyl)ethoxy)phenyl)-, cis-(-)-, (S-(R*,R*))-2,3-dihydroxybutanedioate (1:1) (salt)

Chemical Property of Lasofoxifene tartrate

Chemical Property:

• Vapor Pressure: 1.05E-13mmHg at 25°C
• Melting Point: 185 °C(dec.)
• Boiling Point: 572.4 ºC at 760 mmHg
• Flash Point: 300 ºC
• PSA: 32.70000
• LogP: 6.46860
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble10mg/mL, clear
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 563.25191714
• Heavy Atom Count: 41
• Complexity: 667

Purity/Quality:

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

Lasofoxifene Tartrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)CCOC2=CC=C(C=C2)C3C(CCC4=C3C=CC(=C4)O)C5=CC=CC=C5.C(C(C(=O)O)O)(C(=O)O)O
• Isomeric SMILES: C1CCN(C1)CCOC2=CC=C(C=C2)[C@H]3[C@H](CCC4=C3C=CC(=C4)O)C5=CC=CC=C5.[C@H]([C@@H](C(=O)O)O)(C(=O)O)O
• Recent EU Clinical Trials: An Open-label, Randomized, Multicenter Study Evaluating the Activity of Lasofoxifene Relative to Fulvestrant for the Treatment of Pre- and Postmenopausal Women with Locally Advanced or Metastatic ER+/HER2? Breast Cancer with an ESR1 Mutation
• Uses: disintegrant, enteric coating, sustained release formulations

Technology Process of Lasofoxifene tartrate

There total 6 articles about Lasofoxifene tartrate 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: 50.3%

D-tartaric acid (147-71-7,138508-61-9) + lasofoxifene (180915-78-0) → Lasofoxifene tartrate (190791-29-8)

Guidance literature:

In ethanol; for 0.0833333h; Reflux;

Reference yield: 50.0%

D-tartaric acid (147-71-7,138508-61-9) + lasofoxifene (180916-16-9,180915-78-0) → Lasofoxifene tartrate (190791-29-8)

Guidance literature:

In ethanol; for 0.0833333h; Reflux;

Reference yield:

6-benzyloxy-1-[4-(2-(pyrrolidin-1-yl)ethoxy)phenyl]-3,4-dihydronaphthalen-2(1H) -one → Lasofoxifene tartrate (190791-29-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: cerium(III) chloride / tetrahydrofuran / 1.5 h / -10 - 0 °C / Inert atmosphere

1.2: 2 h / -10 - -5 °C

2.1: methanol

3.1: hydrogen; 5%-palladium/activated carbon / methanol; ethanol / 10 h / 50 °C / 7600.51 Torr / Autoclave

4.1: ethanol / 0.08 h / Reflux

With cerium(III) chloride; 5%-palladium/activated carbon; hydrogen; In tetrahydrofuran; methanol; ethanol;

upstream raw materials:

D-tartaric acid

lasofoxifene

lasofoxifene

1-[2-(4-bromophenoxy)ethyl]pyrrolidine

Refernces

• 1、 -. "METHOD FOR THE PREPARATION OF LASOFOXIFENE". Page/Page column 8. . Retrieved 2010/10/19.