(S)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Base Information

Chemical Name:(S)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
CAS No.:439589-30-7
Molecular Formula:C₃₅H₅₂N₂O₆S
Molecular Weight:628.874
Hs Code.:

(S)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Synonyms:(S)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

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Chemical Property of (S)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

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Technology Process of (S)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

There total 14 articles about (S)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-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: 67.3%

: 439589-21-6
(S)-2-[(2-Chloro-acetyl)-(4-methoxy-benzyl)-amino]-propionic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

: 439589-30-7
(S)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

: (R)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: With caesium carbonate; In acetonitrile; at 20 ℃; for 48h;
DOI:10.1021/jo025571j

Reference yield:

: 99295-72-4
(+)-(1R,2S,4S)-N,N-dicyclohexyl-7,7-dimethyl-2-hydroxybicyclo[2.2.1]heptane-1-methanesulfonamide

: 439589-30-7
(S)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 80 percent / DMAP / CH₂Cl₂ / 1 h / 20 °C

2.1: H₂ / Pd/C / methanol / 1 h / 20 °C / 1551.49 Torr

3.1: methanol / 2 h / 20 °C

3.2: NaBH₃CN; ZnCl₂ / methanol / 2 h / 20 °C

4.1: 90 percent / propylene oxide / tetrahydrofuran / 20 °C

5.1: 67.3 percent / Cs₂CO₃ / acetonitrile / 48 h / 20 °C

With dmap; hydrogen; caesium carbonate; methyloxirane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo025571j

Reference yield:

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

: 439589-30-7
(S)-1-(4-Methoxy-benzyl)-2-methyl-4-oxo-azetidine-2-carboxylic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: methanol / 2 h / 20 °C

1.2: NaBH₃CN; ZnCl₂ / methanol / 2 h / 20 °C

2.1: 94 percent / propylene oxide / tetrahydrofuran / 20 °C

3.1: 55 percent / BTPP / CH₂Cl₂ / 24 h / 20 °C

4.1: 2 N NaOH / methanol / 20 °C

4.2: HCl / H₂O / pH 3

5.1: 80 percent / DMAP / CH₂Cl₂ / 1 h / 20 °C

6.1: H₂ / Pd/C / methanol / 1 h / 20 °C / 1551.49 Torr

7.1: methanol / 2 h / 20 °C

7.2: NaBH₃CN; ZnCl₂ / methanol / 2 h / 20 °C

8.1: 90 percent / propylene oxide / tetrahydrofuran / 20 °C

9.1: 67.3 percent / Cs₂CO₃ / acetonitrile / 48 h / 20 °C

With dmap; sodium hydroxide; hydrogen; caesium carbonate; tert-butylimino-tri(pyrrolidino)phosphorane; methyloxirane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo025571j