Trityl Irbesartan supplier | CasNO.138402-10-5

Name
Trityl Irbesartan
EINECS 604-077-7
CAS No. 138402-10-5
Article Data13
CAS DataBase
Density 1.201 g/cm³
Solubility
Melting Point
Formula C₄₄H₄₂N₆O
Boiling Point 834.612 °C at 760 mmHg
Molecular Weight 670.857
Flash Point 458.557 °C
Transport Information
Appearance White powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Butyl-3-[[4-[2-(2-trityl-tetrazol-5-yl)phenyl]phenyl]methyl]-1,3-diazaspiro[4.4]non-1-en-4-one;
PSA 76.27000
LogP 8.46450

Synthetic route

: 731851-41-5
3-[4-bromobenzyl]-2-n-butyl-1,3-diazaspiro[4.4]non-1-en-4-one

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
Stage #1: 2-(N-triphenylmethyl-tetrazol-5-yl)-phenylboronic acid; palladium diacetate; triphenylphosphine In tetrahydrofuran; 1,2-dimethoxyethane at 20℃; for 0.666667h; Stage #2: 3-[4-bromobenzyl]-2-n-butyl-1,3-diazaspiro[4.4]non-1-en-4-one With water; potassium carbonate In tetrahydrofuran; 1,2-dimethoxyethane at 20 - 80℃; for 3.5h; Heating / reflux;	90%

: 124750-51-2
N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

: 2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 0.0194444h; microwave irradiation;	90%

: 1199814-94-2
2-(2-thienyl)-3-[2'-(1-trityl-1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-1,3-diazaspiro[4.4]non-1-en-4-one

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
With hydrogen; Raney nickel In N,N-dimethyl-formamide at 20℃;	88%

: 731851-41-5
3-[4-bromobenzyl]-2-n-butyl-1,3-diazaspiro[4.4]non-1-en-4-one

: 144873-97-2
2-(N-triphenylmethyl-tetrazol-5-yl)-phenylboronic acid

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
With potassium carbonate; palladium diacetate; triphenylphosphine In water; toluene at 95 - 100℃; for 3 - 4h; Product distribution / selectivity;	80%
With caesium carbonate; palladium diacetate; triphenylphosphine In water; toluene at 95 - 100℃; for 3 - 4h; Product distribution / selectivity;	80%
With potassium hydroxide; palladium diacetate; triphenylphosphine In water; toluene at 95 - 100℃; for 3 - 4h; Product distribution / selectivity;	72%

: 15026-80-9
N-pentanoylaminocyclopentane-1-carboxylic acid

: 134603-82-0
1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methanamine

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
Stage #1: N-pentanoylaminocyclopentane-1-carboxylic acid; 1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methanamine With methanesulfonic acid In toluene at 20℃; for 48h; Heating / reflux; Stage #2: With sodium hydroxide In water; ethyl acetate for 0.5h;	80%
Stage #1: N-pentanoylaminocyclopentane-1-carboxylic acid; 1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methanamine With methanesulfonic acid In toluene at 20℃; for 48h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate for 0.5h;	80%

: 894806-38-3
2-n-butyl-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)benzyl]-1,3-diazaspiro[4.4]non-1-ene-4-one

: 143945-72-6
N-trityl-5-(2-bromophenyl)tetrazole

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
Stage #1: With triphenylphosphine; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 2-n-butyl-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)benzyl]-1,3-diazaspiro[4.4]non-1-ene-4-one; N-trityl-5-(2-bromophenyl)tetrazole With potassium phosphate In tetrahydrofuran for 48h; Product distribution / selectivity; Heating / reflux;	54%
With potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 48h; Product distribution / selectivity; Heating / reflux;	32%

: 745814-10-2
1-(1'-ethoxy)pentanaminylcyclopentent carboxylate

: 134603-82-0
1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methanamine

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
acetic acid In toluene for 3h; Heating / reflux;	50%

: 894806-37-2
4-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]phenylboronic acid

: 143945-72-6
N-trityl-5-(2-bromophenyl)tetrazole

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In water; ethyl acetate; N,N-dimethyl-formamide; toluene at 85℃; for 48h; Product distribution / selectivity;	50%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 5 - 6h; Suzuki Coupling; Heating / reflux;
With 1-(2,6-diisopropylphenyl)-3-(2-oxo-2-(2,4,6-tri-tert-butylphenylamino)ethyl)-1H-imidazol-3-ium bromide; palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 120℃; for 6h;

: 177219-40-8
1-(pentanoylamino)cyclopentanecarboxamide

: 124750-51-2
N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
With sodium hydroxide; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In toluene at 50 - 90℃; for 4h;	32%
With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; toluene at 90℃; for 1.5h;

: 745814-11-3
C13H23NO3

: 134603-82-0
1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methanamine

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
Stage #1: C13H23NO3 With 2,6-dimethylpyridine; oxalyl dichloride In toluene at 0℃; for 1h; Stage #2: 1-(2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methanamine In toluene at 0 - 20℃; for 1h;	30%

: 439904-79-7
N-pentanoyl-N-[[2'-[N-(triphenylmethyl)tetrazol-5-yl]-1,1'-biphenyl-4-yl]methyl]amine

: 1664-35-3
ethyl 1-aminocyclopentanecarboxylate

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
Stage #1: N-pentanoyl-N-[[2'-[N-(triphenylmethyl)tetrazol-5-yl]-1,1'-biphenyl-4-yl]methyl]amine With 2,6-dimethylpyridine; oxalyl dichloride In toluene at 0℃; for 1h; Stage #2: ethyl 1-aminocyclopentanecarboxylate In toluene at 0 - 20℃; for 1h;	25%

: 745814-08-8
2-(1-TRITYL-1H-TETRAZOL-5-YL)-4'-(1''-ETHOXYPENTANAMINYL)BIPHENYL

: 1664-35-3
ethyl 1-aminocyclopentanecarboxylate

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
Stage #1: 2-(1-TRITYL-1H-TETRAZOL-5-YL)-4'-(1''-ETHOXYPENTANAMINYL)BIPHENYL; ethyl 1-aminocyclopentanecarboxylate In toluene at 20℃; for 2h; Stage #2: acetic acid In toluene for 5h; Heating / reflux;	20%

: 5-(4-(bromomethyl)-[1,1'-biphenyl]-2-yl]-1-(triphenylmethyl)-1H-tetrazole

: 138402-05-8
2-butyl-1,3-diaza-spiro[4.4]non-1-en-4one

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
With potassium hydroxide; tetrabutylammomium bromide In acetonitrile at 31 - 40℃; for 2.5h; Product distribution / selectivity;

: 76-83-5
trityl chloride

: 138401-24-8
4'-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-[1,1'-biphenyl]-2-carbonitrile

: 138402-10-5
trityl irbesartan

Conditions

Conditions	Yield
Stage #1: 4'-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-[1,1'-biphenyl]-2-carbonitrile With tributyltin azide In xylene for 66h; Heating / reflux; Stage #2: trityl chloride With sodium hydroxide In tetrahydrofuran; dichloromethane; water for 26h;
Stage #1: 4'-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-[1,1'-biphenyl]-2-carbonitrile With sodium azide; tributyltin chloride; tetrabutylammomium bromide In toluene for 20h; Heating / reflux; Stage #2: With acetic acid In water; toluene at 20℃; for 0.25h; Stage #3: trityl chloride With triethylamine In dichloromethane at 25 - 30℃; for 2h;

: 138402-10-5
trityl irbesartan

: 138402-11-6
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one

Conditions

Conditions	Yield
Stage #1: trityl irbesartan With hydrogenchloride In water; acetone at 35 - 45℃; for 1.5 - 2h; Stage #2: In water; acetone at 15℃; pH=11 - 13; Alkaline aqueous solution;	98.75%
With sulfuric acid In water; acetone at 35 - 40℃; for 7h;	93%
With sodium hydroxide In methanol at 20℃;	87%

: 138402-10-5
trityl irbesartan

: 2-n-butyl-4-spirocyclopentane-1-[(2'-(tetrazol-5-yl)biphenyl-4-yl)methyl]-2-imidazolin-5-one hydrochloride sesquihydrate

Conditions

Conditions	Yield
With hydrogenchloride; water In toluene at 55℃; for 1h; Product distribution / selectivity;	95%

: 138402-10-5
trityl irbesartan

A: 596-31-6
methoxytriphenylmethane

B: 138402-11-6
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one

Conditions

Conditions	Yield
Stage #1: trityl irbesartan With hydroxylamine hydrochloride In methanol; water; acetone at 20℃; for 2h; Stage #2: With sodium hydroxide In methanol; water; acetone at 20 - 25℃; pH=3.8 - 12.5;	A n/a B 91%
Stage #1: trityl irbesartan With hydroxylamine hydrochloride In methanol; water; isopropyl alcohol; acetone at 20℃; for 2h; Stage #2: With sodium hydroxide In methanol; water; acetone at 20 - 25℃; pH=12.0 - 12.5;	A n/a B 89%

: 67-56-1
methanol

: 138402-10-5
trityl irbesartan

A: 596-31-6
methoxytriphenylmethane

B: 138402-11-6
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one

Conditions

Conditions	Yield
for 10h; Heating / reflux;	A 73% B 71%

...Expand

: 138402-10-5
trityl irbesartan

: 329055-24-5
2-n-butyl-3-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1,3-diazaspiro[4.4]non-1-en-4-one hydrobromide

Conditions

Conditions	Yield
With hydrogen bromide In ethanol; water at 20℃; for 3h;

: 138402-10-5
trityl irbesartan

A: 76-84-6
triphenylmethyl alcohol

B: 138402-11-6
2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one

Conditions

Conditions	Yield
With hydrogenchloride; water In acetone

: 138402-10-5
trityl irbesartan

: 329055-23-4
2-n-butyl-4-spirocyclopentane-1-[((2'-tetrazol-5-yl)biphenyl-4-yl)methyl]-2-imidazolin-5-one hydrochloride

Conditions

Conditions	Yield
Stage #1: trityl irbesartan With methanol; potassium hydroxide for 2.5h; Heating / reflux; Stage #2: With hydrogenchloride In water at 20℃; for 4h; pH=0.99; Product distribution / selectivity;
Stage #1: trityl irbesartan With methanol; toluene-4-sulfonic acid In thioguanin for 24h; Heating / reflux; Stage #2: With sodium hydroxide In water pH=12.7; Stage #3: With hydrogenchloride; sodium hydroxide Product distribution / selectivity; more than 3 stages;
With hydrogenchloride In ethanol; water at 20℃; for 3h; Product distribution / selectivity;

Trityl Irbesartan Specification

The Trityl Irbesartan, with the CAS registry number 138402-10-5,is also known as 2-Butyl-3-[[4-[2-(2-trityl-tetrazol-5-yl)phenyl]phenyl]methyl]-1,3-diazaspiro[4.4]non-1-en-4-one. It belongs to the product categories of Irbesartan. This chemical's molecular formula is C₄₄H₄₂N₆O and molecular weight is 670.84. What's more,Its systematic name is 2-Butyl-3-{[2'-(1-trityl-1H-tetrazol-5-yl)-4-biphenylyl]methyl}-1,3-diazaspiro[4.4]non-1-en-4-one.

Physical properties about Trityl Irbesartan are:
(1)ACD/LogP: 10.351; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 10.35; (4)ACD/LogD (pH 7.4): 10.35; (5)ACD/BCF (pH 5.5): 1000000.00; (6)ACD/BCF (pH 7.4): 1000000.00; (7)ACD/KOC (pH 5.5): 10000000.00; (8)ACD/KOC (pH 7.4): 10000000.00; (9)#H bond acceptors: 7; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 11; (12)Index of Refraction: 1.662; (13)Molar Refractivity: 206.806 cm³; (14)Molar Volume: 558.613 cm³; (15)Surface Tension: 50.625 dyne/cm; (16)Density: 1.201 g/cm³; (17)Flash Point: 458.557 °C; (18)Enthalpy of Vaporization: 121.284 kJ/mol; (19)Boiling Point: 834.612 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C1N(\C(=N/C12CCCC2)CCCC)Cc3ccc(cc3)c8ccccc8c4nnnn4C(c5ccccc5)(c6ccccc6)c7ccccc7;
(2)Std. InChI:InChI=1S/C44H42N6O/c1-2-3-25-40-45-43(30-15-16-31-43)42(51)49(40)32-33-26-28-34(29-27-33)38-23-13-14-24-39(38)41-46-47-48-50(41)44(35-17-7-4-8-18-35,36-19-9-5-10-20-36)37-21-11-6-12-22-37/h4-14,17-24,26-29H,2-3,15-16,25,30-32H2,1H3;
(3)Std. InChIKey:IPEZQBALWLNRGH-UHFFFAOYSA-N.

Product Name

Trityl Irbesartan

Synthetic route

Trityl Irbesartan Specification

Related Products

Hot Products