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

Base Information

Chemical Name:methyl 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)benzoate
CAS No.:603122-42-5
Molecular Formula:C₂₆H₂₆ClNO₃
Molecular Weight:435.95
Hs Code.:

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

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

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

There total 12 articles about methyl 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)benzoate 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: 59.1%

: 603122-35-6
methyl 4-((7S)-7-{[(benzyloxy)carbonyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)benzoate

: 2788-86-5,53649-47-1,97466-49-4,21019-51-2
(R)-2-(4-chlorophenyl)oxirane

: 603122-42-5
methyl 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)benzoate

Guidance literature:: In ethanol; for 18h; Reflux;
DOI:10.1021/jm800222k

Reference yield:

: 1073-67-2,24991-47-7
4-vinylbenzyl chloride

: 603122-42-5
methyl 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)benzoate

Guidance literature:: Multi-step reaction with 3 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

With Trimethyl orthoacetate; chloro-trimethyl-silane; AD-mixβ; water; In ethanol; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jm800222k

Reference yield:

: 132990-84-2
(2S)-N-benzyl-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine

: 603122-42-5
methyl 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: boron tribromide / dichloromethane / 4 - 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 2 h

3: sodium hydroxide / tetrahydrofuran; water / 1 h / 20 °C / pH 7 - 8

4: 2,6-dimethylpyridine / dichloromethane / 1 h / -78 °C / Inert atmosphere

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water / 2 h / 20 - 80 °C / Inert atmosphere

6: palladium 10% on activated carbon; hydrogen / methanol / 1 h

7: ethanol / 18 h / Reflux

With 2,6-dimethylpyridine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; boron tribromide; sodium carbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 5: Suzuki coupling;
DOI:10.1021/jm800222k