4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)-2-methylbenzoic acid hydrochloride

Base Information

• Chemical Name: 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)-2-methylbenzoic acid hydrochloride
• CAS No.: 603123-91-7
• Molecular Formula: C₂₆H₂₆ClNO₃*ClH
• Molecular Weight: 472.411
• Mol file: 603123-91-7.mol

Synonyms:4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)-2-methylbenzoic acid hydrochloride

Chemical Property of 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)-2-methylbenzoic acid hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)-2-methylbenzoic acid hydrochloride

There total 14 articles about 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)-2-methylbenzoic acid hydrochloride 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:

(R)-2-(4-chlorophenyl)oxirane (2788-86-5,53649-47-1,97466-49-4,21019-51-2) → 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)-2-methylbenzoic acid hydrochloride (603123-91-7)

Guidance literature:

Multi-step reaction with 6 steps

1: ethanol / 18 h / Reflux

2: tetrahydrofuran / 12 h / 20 °C

3: 2,6-dimethylpyridine / dichloromethane / -78 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water / 20 - 80 °C / Inert atmosphere

5: methanol; sodium hydroxide; water / 20 °C

6: hydrogenchloride / 1,4-dioxane / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; methanol; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; 4: Suzuki coupling;

DOI:10.1021/jm800222k

Reference yield:

C31H34ClNO5 (603124-14-7) → 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)-2-methylbenzoic acid hydrochloride (603123-91-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃;

DOI:10.1021/jm800222k

Reference yield:

4-vinylbenzyl chloride (1073-67-2,24991-47-7) → 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)-2-methylbenzoic acid hydrochloride (603123-91-7)

Guidance literature:

Multi-step reaction with 8 steps

1: AD-mixβ; water / tert-butyl alcohol / 4 h / Cooling with ice

2: Trimethyl orthoacetate; chloro-trimethyl-silane / dichloromethane / 1 h / Cooling with ice

3: ethanol / 18 h / Reflux

4: tetrahydrofuran / 12 h / 20 °C

5: 2,6-dimethylpyridine / dichloromethane / -78 °C

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water / 20 - 80 °C / Inert atmosphere

7: methanol; sodium hydroxide; water / 20 °C

8: hydrogenchloride / 1,4-dioxane / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; methanol; Trimethyl orthoacetate; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; AD-mixβ; water; sodium carbonate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; tert-butyl alcohol; 6: Suzuki coupling;

DOI:10.1021/jm800222k

upstream raw materials:

C₃₁H₃₄ClNO₅

4-vinylbenzyl chloride

(2S)-N-benzyl-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine

(7S)-7-(benzylamino)-5,6,7,8-tetrahydronaphthalen-2-ol