(S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

Chemical Name:(S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
CAS No.:439589-20-5
Molecular Formula:C₄₁H₅₇ClN₂O₆S
Molecular Weight:741.432
Hs Code.:

(S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Synonyms:(S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

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Chemical Property of (S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

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Technology Process of (S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 6 articles about (S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 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: 94.0%

: 79-04-9
chloroacetyl chloride

: 439589-17-0
(S)-2-(4-Methoxy-benzylamino)-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

: 439589-20-5
(S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: With methyloxirane; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jo025571j

Reference yield:

: 96303-88-7
(-)-10-dicyclohexylsulfamoyl-D-isoborneol

: 439589-20-5
(S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / dimethylaminopyridine; DCC / CH₂Cl₂ / 24 h / 20 °C

2: 87 percent / H₂ / Pd/C / methanol / 1 h / 20 °C / 775.74 Torr

3: 94 percent / propylene oxide / tetrahydrofuran / 20 °C

With dmap; hydrogen; dicyclohexyl-carbodiimide; methyloxirane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo025571j

Reference yield:

: 292061-12-2
2-(4-methoxy-benzylamino)-3-phenyl-propionic acid tert-butyl ester

: 439589-20-5
(S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-3-phenyl-propionic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: propylene oxide / CH₂Cl₂

2: 4 M HCl / ethyl acetate

3: 61 percent / dimethylaminopyridine; DCC / CH₂Cl₂ / 24 h / 20 °C

4: 87 percent / H₂ / Pd/C / methanol / 1 h / 20 °C / 775.74 Torr

5: 94 percent / propylene oxide / tetrahydrofuran / 20 °C

With hydrogenchloride; dmap; hydrogen; dicyclohexyl-carbodiimide; methyloxirane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo025571j