CAS No.867160-71-2,OSI-906 Suppliers

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Basic Information

Molecular Structure:
CAS No.:	867160-71-2
Name:	OSI-906
Article Data:	1

Formula:	C₂₆H₂₃N₅O
Molecular Weight:	421.502
Synonyms:	OSI 906;cis-3-[8-Amino-1-(2-phenyl-7-quinolinyl)imidazo[1,5-a]pyrazin-3-yl]-1-methylcyclobutanol;OSI-906AA;OSI906;
EINECS:	1533716-785-6
Density:	1.39 g/cm³
PSA:	89.33000
LogP:	5.40330

Synthetic route

: 867164-54-3
2-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-quinoline

: 936901-75-6
cis-3-(8-amino-1-bromo-imidazo[1,5-a]pyrazin-3-yl)-1-methylcyclobutanol

: 867160-71-2
linsitinib

Conditions

Conditions	Yield
Stage #1: 2-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-quinoline; cis-3-(8-amino-1-bromo-imidazo[1,5-a]pyrazin-3-yl)-1-methylcyclobutanol With caesium carbonate; triphenylphosphine In water; N,N-dimethyl-formamide at 95 - 105℃; Industry scale; Inert atmosphere; Stage #2: palladium diacetate In N,N-dimethyl-formamide Industry scale; Inert atmosphere;	65%

: 936901-73-4
3-(1-bromo-8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclobutanone

: 867160-71-2
linsitinib

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: tetrahydrofuran / -65 - -45 °C / Industry scale 1.2: 10 °C / Industry scale; Inert atmosphere 2.1: ammonia / isopropyl alcohol; water / 18 h / 75 - 85 °C / Sealed vessel; Industry scale 3.1: caesium carbonate / triphenylphosphine / N,N-dimethyl-formamide; water / 95 - 105 °C / Industry scale; Inert atmosphere 3.2: Industry scale; Inert atmosphere View Scheme

Yield

Multi-step reaction with 3 steps
1.1: tetrahydrofuran / -65 - -45 °C / Industry scale
1.2: 10 °C / Industry scale; Inert atmosphere
2.1: ammonia / isopropyl alcohol; water / 18 h / 75 - 85 °C / Sealed vessel; Industry scale
3.1: caesium carbonate / triphenylphosphine / N,N-dimethyl-formamide; water / 95 - 105 °C / Industry scale; Inert atmosphere
3.2: Industry scale; Inert atmosphere
View Scheme

: 87-69-4
L-Tartaric acid

: 867160-71-2
linsitinib

: cis-8-amino-3-(3-hydroxy-3-methyl-cyclobutyl)-1-(2-phenyl-quinolin-7-yl)-imidazo[1,5-a]pyrazin-7-ium 3-carboxy-2,3-dihydroxy-propionate

Conditions

Conditions	Yield
In ethanol

: 867160-71-2
linsitinib

: 110-17-8
(2E)-but-2-enedioic acid

: cis-8-amino-3-(3-hydroxy-3-methyl-cyclobutyl)-1-(2-phenyl-quinolin-7-yl)-imidazo[1,5-a]pyrazin-7-ium 3-carboxy-acrylate

Conditions

Conditions	Yield
In ethanol

: 75-75-2
methanesulfonic acid

: 867160-71-2
linsitinib

: 1356958-93-4
cis-8-amino-3-(3-hydroxy-3-methyl-cyclobutyl)-1-(2-phenyl-quinolin-7-yl)-imidazo[1,5-a]pyrazin-7-ium methanesulfonate

Conditions

Conditions	Yield
In isopropyl alcohol

: 867160-71-2
linsitinib

: 1356958-77-4
cis-8-amino-3-(3-hydroxy-3-methyl-cyclobutyl)-1-(2-phenyl-quinolin-7-yl)-imidazo[1,5-a]pyrazin-7-ium chloride

Conditions

Conditions	Yield
With hydrogenchloride In water

: 867160-71-2
linsitinib

: cis-8-amino-3-(3-hydroxy-3-methyl-cyclobutyl)-1-(2-phenyl-quinolin-7-yl)-imidazo[1,5-a]pyrazin-7-ium hydrogensulfate

Conditions

Conditions	Yield
With sulfuric acid In ethanol

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Specification

The OSI-906, with CAS registry number 867160-71-2, has the systematic name of 3-[8-amino-1-(2-phenyl-7-quinolyl)imidazo[1,5-a]pyrazin-3-yl]-1-methyl-cyclobutanol. In addition, the molecular weight is 421.49 and the chemical formula of is C₂₆H₂₃N₅O. What's more, it should be stored in sealed container, and put in a cool and dry place.

Physical properties about OSI-906 are: (1)ACD/LogP: 3.88; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.156; (4)ACD/LogD (pH 7.4): 3.857; (5)ACD/BCF (pH 5.5): 98.866; (6)ACD/BCF (pH 7.4): 496.139; (7)ACD/KOC (pH 5.5): 580.735; (8)ACD/KOC (pH 7.4): 2914.289; (9)#H bond acceptors: 6; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 89.33 Å²; (13)Index of Refraction: 1.748; (14)Molar Refractivity: 123.311 cm³; (15)Molar Volume: 303.168 cm³; (16)Polarizability: 48.884×10^-24cm³; (17)Surface Tension: 59.796 dyne/cm; (18)Density: 1.39 g/cm³.

You can still convert the following datas into molecular structure:
(1)SMILES: C[C@]1(CC(C1)c2n3c(c(ncc3)N)c(n2)c4cc5nc(ccc5cc4)c6ccccc6)O
(2)Std. InChI: InChI=1S/C26H23N5O/c1-26(32)14-19(15-26)25-30-22(23-24(27)28-11-12-31(23)25)18-8-7-17-9-10-20(29-21(17)13-18)16-5-3-2-4-6-16/h2-13,19,32H,14-15H2,1H3,(H2,27,28)/t19?,26-
(3)Std. InChIKey: PKCDDUHJAFVJJB-FQFBAAABSA-N