CAS No.180916-16-9,Lasofoxifene Suppliers

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Basic Information

Molecular Structure:
CAS No.:	180916-16-9
Name:	Lasofoxifene
Article Data:	7

Formula:	C₂₈H₃₁NO₂
Molecular Weight:	413.56
Synonyms:	2-Naphthalenol,5,6,7,8-tetrahydro-6-phenyl-5-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]-, (5R-cis)-;Lasofoxifene;(5R,6S)-5,6,7,8-Tetrahydro-6-phenyl-5-(4-(2-(1-pyrrolidinyl)ethoxy)phenyl)-2-naphthalenol;
Density:	1.15 g/cm³
Melting Point:	110-113°C
Boiling Point:	572.4 °C at 760 mmHg
Flash Point:	300 °C
PSA:	32.70000
LogP:	5.66660

Synthetic route

: 5879-98-1
1-{2-[4-(6-methoxy-2-phenyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-phenoxy]-ethyl}-pyrrolidine

: 180916-16-9
lasofoxifene

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at -50 - 0℃; for 3h;	80%
With boron tribromide In dichloromethane	74%
With boron tribromide In dichloromethane	74%

: 7-methoxylasofoxifene

: 180916-16-9
lasofoxifene

Conditions

Conditions	Yield
Stage #1: 7-methoxylasofoxifene With boron tribromide In dichloromethane at -78 - 0℃; for 2h; Stage #2: With water; sodium hydrogencarbonate In dichloromethane	76%

: 1081-73-8
1-[2-(4-bromophenoxy)ethyl]pyrrolidine

n-BuU: n-BuU

: 1078-19-9
6-methoxy-3,4-dihydro-1(2H)-naphthalenone

: 180916-16-9
lasofoxifene

Conditions

Conditions	Yield
CeCl3 In tetrahydrofuran; hydrogenchloride; diethyl ether	57%
CeCl3 In tetrahydrofuran; hydrogenchloride; diethyl ether	57%

...Expand

: lasofoxifene

: 180916-16-9
lasofoxifene

: Butyric acid (5S,6R)-6-phenyl-5-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-5,6,7,8-tetrahydro-naphthalen-2-yl ester

A: (5S,6R)-6-Phenyl-5-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-5,6,7,8-tetrahydro-naphthalen-2-ol

B: 180916-16-9
lasofoxifene

C: Butyric acid (5R,6S)-6-phenyl-5-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-5,6,7,8-tetrahydro-naphthalen-2-yl ester

Conditions

Conditions	Yield
With Lipase (Mucor Miehei) In phosphate buffer at 20℃; pH=7; Hydrolysis; enzymatic resolution;

...Expand

: lasofoxifene

AcX: AcX

: 180916-16-9
lasofoxifene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: Lipase (Mucor Miehei) / aq. phosphate buffer / 20 °C / pH 7 View Scheme

: 1845-11-0
nafoxidine

: 180916-16-9
lasofoxifene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: H2 / Pd(OH)2/C 2: BBr3 View Scheme

: (1RS,2SR)-1-(4-[2-pyrrolidinoethoxy]phenyl)-2-phenyl-6-methoxy-1,2,3,4-tetrahydronaphthalene

: 180916-16-9
lasofoxifene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: BBr3 View Scheme

: 6-benzyloxy-1-[4-(2-(pyrrolidin-1-yl)ethoxy)phenyl]-3,4-dihydronaphthalen-2(1H) -one

: 180916-16-9
lasofoxifene

Conditions

Conditions	Yield
Multi-step reaction with 3 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 View Scheme

: 6-benzyloxy-2-phenyl-1-{4-[2-(pyrrolin-1-yl)ethoxy]phenyl}-3,4-dihydronaphthalene

: 180916-16-9
lasofoxifene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol 2: hydrogen; 5%-palladium/activated carbon / methanol; ethanol / 10 h / 50 °C / 7600.51 Torr / Autoclave View Scheme

Raw Materials

1845-11-0

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Specification

The CAS register number of Lasofoxifene is 180916-16-9. It also can be called as (5R,6S)-5,6,7,8-Tetrahydro-6-phenyl-5-(4-(2-(1-pyrrolidinyl)ethoxy)phenyl)-2-naphthalenol and the IUPAC name about this chemical is (5R,6S)-6-phenyl-5-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-5,6,7,8-tetrahydronaphthalen-2-ol. The molecular formula about this chemical is C₂₈H₃₁NO₂and the molecular weight is 413.55. It belongs to the following product categories, such as Aromatics; Chiral Reagents; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals and so on. This chemical can be used as a next-generation selective estrogen receptor modulator for treating disorders associated with increased bone turnover and osteopenia.

Physical properties about Lasofoxifene are: (1)ACD/LogP: 6.51; (2)# of Rule of 5 Violations: 1; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 7; (6)Polar Surface Area: 21.7Å²; (7)Index of Refraction: 1.613; (8)Molar Refractivity: 125.14 cm³; (9)Molar Volume: 359.3 cm³; (10)Polarizability: 49.61x10^-24cm³; (11)Surface Tension: 48.2 dyne/cm; (12)Enthalpy of Vaporization: 89 kJ/mol; (13)Boiling Point: 572.4 °C at 760 mmHg; (14)Vapour Pressure: 1.05E-13 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O(c1ccc(cc1)[C@@H]4c2ccc(O)cc2CC[C@@H]4c3ccccc3)CCN5CCCC5
(2)InChI: InChI=1/C28H31NO2/c30-24-11-15-27-23(20-24)10-14-26(21-6-2-1-3-7-21)28(27)22-8-12-25(13-9-22)31-19-18-29-16-4-5-17-29/h1-3,6-9,11-13,15,20,26,28,30H,4-5,10,14,16-19H2/t26-,28+/m1/s1
(3)InChIKey: GXESHMAMLJKROZ-IAPPQJPRBB
(4)Std. InChI: InChI=1S/C28H31NO2/c30-24-11-15-27-23(20-24)10-14-26(21-6-2-1-3-7-21)28(27)22-8-12-25(13-9-22)31-19-18-29-16-4-5-17-29/h1-3,6-9,11-13,15,20,26,28,30H,4-5,10,14,16-19H2/t26-,28+/m1/s1
(5)Std. InChIKey: GXESHMAMLJKROZ-IAPPQJPRSA-N