Aliskiren inter-7

Base Information

• Chemical Name: Aliskiren inter-7
• CAS No.: 387353-71-1
• Molecular Formula: C26H42O5
• Molecular Weight: 434.616
• Mol file: 387353-71-1.mol

Synonyms:4-nonenoic acid, 7-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-8-methyl-2-(1-methylethyl)-, methyl ester, (2S,4E,7R)-;Methyl (2S,4E,7R)-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methylnon-4-enoate;

Chemical Property of Aliskiren inter-7

Chemical Property:

• Refractive Index: 1.488
• Boiling Point: 501.7 °C at 760 mmHg
• Flash Point: 210 °C
• PSA: 53.99000
• Density: 0.989 g/cm³
• LogP: 5.70680

Purity/Quality:

99% ^*data from raw suppliers

(2S,4E,7R)-7-[[4-METHOXY-3-(3-METHOXYPROPOXY)PHENYL]METHYL]-8-METHYL-2-(1-METHYLETHYL)-4-NONENOIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Aliskiren inter-7

There total 11 articles about Aliskiren inter-7 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:

methyl (S)-(4E)-5-chloro-2-isopropyl-4-pentenoate (387353-77-7) + (R)-2-[4-methoxy-3-(3-methoxypropoxyl)]phenylmethyl-3-methyl-1-chlorobutane (324763-39-5) → (2S,7R,E)-methyl 2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnon-4-enoate (387353-71-1)

Guidance literature:

(R)-2-[4-methoxy-3-(3-methoxypropoxyl)]phenylmethyl-3-methyl-1-chlorobutane; With magnesium; ethylene dibromide; In tetrahydrofuran; at 63 - 68 ℃; for 4.16667h; Inert atmosphere;

methyl (S)-(4E)-5-chloro-2-isopropyl-4-pentenoate; iron(III)-acetylacetonate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 0 - 5 ℃; for 1h;

Reference yield:

3-methylbutyric acid (503-74-2) → (2S,7R,E)-methyl 2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnon-4-enoate (387353-71-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dmap / 1,1-dichloroethane / 0.5 h / 20 °C

1.2: 14.5 h / 10 - 30 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere

2.2: -70 - 5 °C

3.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C

4.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere

4.2: 5.75 h / 0 - 30 °C

5.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C

6.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere

6.2: 1 h / 0 - 5 °C

With dmap; sodium tetrahydroborate; N-chloro-succinimide; lithium hydroxide monohydrate; dihydrogen peroxide; magnesium; ethylene dibromide; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,1-dichloroethane; dichloromethane; water;

Reference yield:

4-methoxy-3-(3-methoxypropoxy)benzaldehyde (172900-75-3) → (2S,7R,E)-methyl 2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnon-4-enoate (387353-71-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 30 °C

1.2: pH 2

2.1: phosphorus tribromide / dichloromethane / 2.17 h / 0 - 5 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere

3.2: -70 - 5 °C

4.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C

5.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere

5.2: 5.75 h / 0 - 30 °C

6.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C

7.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere

7.2: 1 h / 0 - 5 °C

With sodium tetrahydroborate; N-chloro-succinimide; lithium hydroxide monohydrate; dihydrogen peroxide; phosphorus tribromide; magnesium; ethylene dibromide; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water;

upstream raw materials:

(R)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutanol

methyl (S)-(4E)-5-chloro-2-isopropyl-4-pentenoate

(R)-2-[4-methoxy-3-(3-methoxypropoxyl)]phenylmethyl-3-methyl-1-chlorobutane

3-methylbutyric acid

Downstream raw materials:

(2S,7R,E)-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methyl non-4-enoic acid tert-butylamine

(3S,5S)-5-{(1R,3S)-1-bromo-3-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-4-methylpentyl}-dihydro-3-(1-methylethyl)furan-2(3H)-one

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-5-azido-4-hydroxy-2-isopropyl-7-(4-methoxy-3-(methoxypropoxy)benzyl)-8-methylnonanamide

Refernces