(S)-6-amino-2-{[(S)-2-cyclohexyl-1-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbamoyl)ethylsulfamidyl]}hexanoic acid

Base Information

Chemical Name:(S)-6-amino-2-{[(S)-2-cyclohexyl-1-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbamoyl)ethylsulfamidyl]}hexanoic acid
CAS No.:1032767-05-7
Molecular Formula:C₂₅H₄₆N₄O₅S
Molecular Weight:514.73
Hs Code.:

Synonyms:(S)-6-amino-2-{[(S)-2-cyclohexyl-1-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbamoyl)ethylsulfamidyl]}hexanoic acid

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Chemical Property of (S)-6-amino-2-{[(S)-2-cyclohexyl-1-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbamoyl)ethylsulfamidyl]}hexanoic acid

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Technology Process of (S)-6-amino-2-{[(S)-2-cyclohexyl-1-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbamoyl)ethylsulfamidyl]}hexanoic acid

There total 5 articles about (S)-6-amino-2-{[(S)-2-cyclohexyl-1-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbamoyl)ethylsulfamidyl]}hexanoic acid 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: 97.0%

: 1032767-83-1
(S)-6-benzyloxycarbonylamino-2-{[(S)-2-cyclohexyl-1-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbamoyl)ethylsulfamidyl]}hexanoic acid benzyl ester

: 1032767-05-7
(S)-6-amino-2-{[(S)-2-cyclohexyl-1-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbamoyl)ethylsulfamidyl]}hexanoic acid

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 3.5h;
DOI:10.1021/acs.jmedchem.6b01276

Reference yield:

: (S)-2-amino-3-cyclohexyl-N-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)propionamide trifluoroacetic acid salt

: 1032767-05-7
(S)-6-amino-2-{[(S)-2-cyclohexyl-1-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbamoyl)ethylsulfamidyl]}hexanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 20 h / Reflux

2: hydrogen; palladium 10% on activated carbon / methanol / 3.5 h / 20 °C

With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; acetonitrile;
DOI:10.1021/acs.jmedchem.6b01276

Reference yield:

: 37736-82-6
(S)-2-tert-butoxycarbonylamino-3-cyclohexylpropionic acid

: 1032767-05-7
(S)-6-amino-2-{[(S)-2-cyclohexyl-1-((1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylcarbamoyl)ethylsulfamidyl]}hexanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / acetonitrile / 20 h / Reflux

4.1: hydrogen; palladium 10% on activated carbon / methanol / 3.5 h / 20 °C

With palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acs.jmedchem.6b01276