(S_S)-N-(N-tert-Butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfoximine

Base Information

• Chemical Name: (S_S)-N-(N-tert-Butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfoximine
• CAS No.: 188633-72-9
• Molecular Formula: C₁₈H₂₈N₂O₄S
• Molecular Weight: 368.497
• Mol file: 188633-72-9.mol

Synonyms:(S_S)-N-(N-tert-Butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfoximine

Chemical Property of (S_S)-N-(N-tert-Butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfoximine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S_S)-N-(N-tert-Butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfoximine

There total 1 articles about (S_S)-N-(N-tert-Butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfoximine 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: 93.0%

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) + (S)-S-methyl-S-phenylsulfoximine (4381-25-3,33903-50-3,60933-65-5,81162-81-4) → (SS)-N-(N-tert-Butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfoximine (188633-72-9)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide;

DOI:10.1016/S0040-4039(97)00001-4

Reference yield: 82.0%

carbon dioxide (124-38-9,18923-20-1) + N-cyclohexylisopropylamine (1195-42-2) + (SS)-N-(N-tert-Butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfoximine (188633-72-9) → cyclohexyl(isopropyl)ammonium (SS)-N-(N-tert-butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfonimidoyl acetate

Guidance literature:

N-cyclohexylisopropylamine; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

(S_S)-N-(N-tert-Butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfoximine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Further stages.;

DOI:10.1002/1521-3765(20010302)7:5<1118::AID-CHEM1118>3.0.CO;2-3

Reference yield: 70.0%

carbon dioxide (124-38-9,18923-20-1) + lithium cyclohexylisopropylamide (32400-20-7) + (SS)-N-(N-tert-Butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfoximine (188633-72-9) → cyclohexyl(isopropyl)ammonium (SS)-N-(N-tert-butyloxycarbonyl-L-isoleucinyl)-S-methyl S-phenyl sulfonimidoyl acetate

Guidance literature:

DOI:10.1016/S0040-4039(97)00001-4

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-isoleucine

(S)-S-methyl-S-phenylsulfoximine

Downstream raw materials:

(S_S)-N-(N-tert-butyloxycarbonyl-L-isoleucinyl S-phenyl sulfonimidoyl methyl)-N-(O-allyl-L-isoleucinyl)carboxyamide