((S)-2-Benzylsulfanyl-1-{(R)-2-benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-(2-benzylsulfanyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethyl)-carbamic acid benzyl ester

Base Information

• Chemical Name: ((S)-2-Benzylsulfanyl-1-{(R)-2-benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-(2-benzylsulfanyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethyl)-carbamic acid benzyl ester
• CAS No.: 177546-83-7
• Molecular Formula: C₅₀H₅₈N₄O₅S₄
• Molecular Weight: 923.298
• Mol file: 177546-83-7.mol

Synonyms:((S)-2-Benzylsulfanyl-1-{(R)-2-benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-(2-benzylsulfanyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethyl)-carbamic acid benzyl ester

Chemical Property of ((S)-2-Benzylsulfanyl-1-{(R)-2-benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-(2-benzylsulfanyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethyl)-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-2-Benzylsulfanyl-1-{(R)-2-benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-(2-benzylsulfanyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethyl)-carbamic acid benzyl ester

There total 9 articles about ((S)-2-Benzylsulfanyl-1-{(R)-2-benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-(2-benzylsulfanyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethyl)-carbamic acid benzyl 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:

Nα-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine (155104-38-4) + (R)-2-((R)-2-Amino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-N-(2-benzylsulfanyl-ethyl)-2-methyl-propionamide; hydrobromide → ((S)-2-Benzylsulfanyl-1-{(R)-2-benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-(2-benzylsulfanyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethyl)-carbamic acid benzyl ester (177546-83-7)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 72h;

DOI:10.1021/jo952285h

Reference yield:

benzyl bromomethyl thioether (15960-81-3) → ((S)-2-Benzylsulfanyl-1-{(R)-2-benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-(2-benzylsulfanyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethyl)-carbamic acid benzyl ester (177546-83-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) lithium diethylamide / 1.) THF, hexane, 40 min; other reagents: lithium diisopropylamide, lithium hexamethyldisilazide, dimethylpropyleneurea presence or absence, 2.) THF, hexane, 2 deg C, overnight

2: 1.0 g / LiOH*H₂O / tetrahydrofuran; H₂O / 25 °C

3: 99 percent / diisopropylethylamine, HOAt, 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate / CH₂Cl₂ / 1 h / 25 °C

4: HBr, AcOH / CH₂Cl₂ / 1 h / 25 °C

5: 0.72 g / diisopropylethylamine, HOAt, 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate / CH₂Cl₂ / 72 h / 25 °C

6: HBr, AcOH / CH₂Cl₂ / 1.5 h / 25 °C

7: 0.48 g / diisopropylethylamine, HOAt, 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate / CH₂Cl₂ / 72 h / 25 °C

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate; lithium diethylamide; hydrogen bromide; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo952285h

Reference yield:

Nα-benzyloxycarbonyl-S-benzyl-(R)-methylcysteine (143564-91-4) → ((S)-2-Benzylsulfanyl-1-{(R)-2-benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-(2-benzylsulfanyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethyl)-carbamic acid benzyl ester (177546-83-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / diisopropylethylamine, HOAt, 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate / CH₂Cl₂ / 1 h / 25 °C

2: HBr, AcOH / CH₂Cl₂ / 1 h / 25 °C

3: 0.72 g / diisopropylethylamine, HOAt, 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate / CH₂Cl₂ / 72 h / 25 °C

4: HBr, AcOH / CH₂Cl₂ / 1.5 h / 25 °C

5: 0.48 g / diisopropylethylamine, HOAt, 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate / CH₂Cl₂ / 72 h / 25 °C

With 1-hydroxy-7-aza-benzotriazole; 2-chloro-1,3-dimethylimidazolidium hexafluorophosphate; hydrogen bromide; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo952285h

upstream raw materials:

N^α-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine

benzyl bromomethyl thioether

(S,S)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

N^α-benzyloxycarbonyl-S-benzyl-(R)-methylcysteine

Downstream raw materials:

N-(2-methylpropionyl)-S-benzyl-(S)-2-methylcysteinyl-S-benzyl-(R)-methylcysteinyl-S-benzyl-(R)-methylcysteine N-((benzylthio)ethyl)amide