methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-oxopentanoate

Base Information

• Chemical Name: methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-oxopentanoate
• CAS No.: 1034187-58-0
• Molecular Formula: C₁₈H₂₅NO₇S
• Molecular Weight: 399.465
• Mol file: 1034187-58-0.mol

Synonyms:methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-oxopentanoate

Chemical Property of methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-oxopentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-oxopentanoate

There total 1 articles about methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-oxopentanoate 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:

dimethyl (2S)-2-{N-[(tert-butoxy)carbonyl]-(4-methylphenyl)sulfonylamino}pentane-1,5-dioate (500143-69-1) → methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-oxopentanoate (1034187-58-0)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; at -78 ℃; Inert atmosphere;

DOI:10.1002/chem.201602708

Reference yield: 95.0%

methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-oxopentanoate (1034187-58-0) + trimethylsilylacetylene (1066-54-2) → methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-hydroxy-7-(trimethylsilyl)hept-6-ynoate (1034187-57-9)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-oxopentanoate; In tetrahydrofuran; hexane; at -100 - -65 ℃;

DOI:10.1021/ol800544a

Reference yield: 68.0%

methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-oxopentanoate (1034187-58-0) + acetonyltriphenylphosphonium chloride (1235-21-8) → C21H29NO7S (1376282-58-4)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; for 15h; Reflux;

DOI:10.1016/j.tet.2012.03.097

upstream raw materials:

dimethyl (2S)-2-{N-[(tert-butoxy)carbonyl]-(4-methylphenyl)sulfonylamino}pentane-1,5-dioate

Downstream raw materials:

methyl (S)-2-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-hydroxy-7-(trimethylsilyl)hept-6-ynoate

C₂₁H₂₉NO₇S