methyl 2-((R)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate

Base Information

Chemical Name:methyl 2-((R)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate
CAS No.:1093864-96-0
Molecular Formula:C₂₇H₃₅ClFN₃O₅
Molecular Weight:536.043
Hs Code.:

Synonyms:methyl 2-((R)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate

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Chemical Property of methyl 2-((R)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate

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Technology Process of methyl 2-((R)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate

There total 34 articles about methyl 2-((R)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate 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:

: 1093865-63-4
[2-{3-[(3-chloro-5-fluoro-phenyl)-((S)-2-methoxycarbonylamino-ethoxy)-methyl]-benzoylamino}-1-((R)-tetrahydro-pyran-3-ylmethyl)-ethyl]-methyl-carbamic acid tert-butyl ester

: 1093864-97-1
methyl 2-((S)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate

: 1093864-96-0
methyl 2-((R)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 0 ℃; for 1h;

Reference yield:

: 1013937-83-1
N-(2-((R)-tetrahydro-2H-pyran-3-yl)-eth-(E)-ylidene)methanamine

: 1093864-97-1
methyl 2-((S)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate

: 1093864-96-0
methyl 2-((R)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 3-{(E)-[((1R,2R)-2-{[({(1S)-1-[(dimethylamino)carbonyl]-2,2-dimethylpropyl}amino)carbonothioyl]amino}cyclohexyl)imino]methyl}-5-(1,1-dimethylethyl)-4-hydroxyphenyl 2,2-dimethylpropanoate / toluene / 0.25 h / -78 °C

1.2: 4.17 h / -78 - 20 °C

2.1: ammonia; hydrogen / nickel / methanol / 0.5 h / 14 - 25 °C / 22801.5 Torr

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h / 20 °C

4.1: hydrogenchloride / 1,4-dioxane / 1 h / 0 °C

With hydrogenchloride; ammonia; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 3-{(E)-[((1R,2R)-2-{[({(1S)-1-[(dimethylamino)carbonyl]-2,2-dimethylpropyl}amino)carbonothioyl]amino}cyclohexyl)imino]methyl}-5-(1,1-dimethylethyl)-4-hydroxyphenyl 2,2-dimethylpropanoate; nickel; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1575-61-7
5-Chlorovaleroyl chloride

: 1093864-97-1
methyl 2-((S)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate

: 1093864-96-0
methyl 2-((R)-(3-chloro-5-fluorophenyl)(3-((S)-2-(methylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamoyl)phenyl)methoxy)ethylcarbamate

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine / tetrahydrofuran / 1.25 h / 0 - 20 °C

2.1: n-butyllithium; diisopropylamine; lithium chloride / tetrahydrofuran; hexane / 3 h / -78 - 0 °C

2.2: 0.87 h / 0 - 20 °C

3.1: n-butyllithium; borane-ammonia complex; diisopropylamine / tetrahydrofuran; hexane / 4.08 h / -78 - 20 °C

3.2: -10 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 2.92 h / 5 - 20 °C

5.1: ruthenium trichloride / water; acetonitrile / 0.08 h / 20 °C

5.2: 0.5 h / 20 °C

6.1: tetrahydrofuran / 1 h / 20 °C / Molecular sieve

7.1: 3-{(E)-[((1R,2R)-2-{[({(1S)-1-[(dimethylamino)carbonyl]-2,2-dimethylpropyl}amino)carbonothioyl]amino}cyclohexyl)imino]methyl}-5-(1,1-dimethylethyl)-4-hydroxyphenyl 2,2-dimethylpropanoate / toluene / 0.25 h / -78 °C

7.2: 4.17 h / -78 - 20 °C

8.1: ammonia; hydrogen / nickel / methanol / 0.5 h / 14 - 25 °C / 22801.5 Torr

9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h / 20 °C

10.1: hydrogenchloride / 1,4-dioxane / 1 h / 0 °C

With hydrogenchloride; n-butyllithium; borane-ammonia complex; ammonia; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; ruthenium trichloride; 3-{(E)-[((1R,2R)-2-{[({(1S)-1-[(dimethylamino)carbonyl]-2,2-dimethylpropyl}amino)carbonothioyl]amino}cyclohexyl)imino]methyl}-5-(1,1-dimethylethyl)-4-hydroxyphenyl 2,2-dimethylpropanoate; nickel; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; water; N,N-dimethyl-formamide; toluene; acetonitrile;