1,1-dimethylethyl (S)-5-nitro-2-<<(4-methylphenyl)sulfonyl>amino>pentanoate

Base Information

• Chemical Name: 1,1-dimethylethyl (S)-5-nitro-2-<<(4-methylphenyl)sulfonyl>amino>pentanoate
• CAS No.: 124288-75-1
• Molecular Formula: C₁₆H₂₄N₂O₆S
• Molecular Weight: 372.442
• Mol file: 124288-75-1.mol

Synonyms:1,1-dimethylethyl (S)-5-nitro-2-<<(4-methylphenyl)sulfonyl>amino>pentanoate

Chemical Property of 1,1-dimethylethyl (S)-5-nitro-2-<<(4-methylphenyl)sulfonyl>amino>pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl (S)-5-nitro-2-<<(4-methylphenyl)sulfonyl>amino>pentanoate

There total 3 articles about 1,1-dimethylethyl (S)-5-nitro-2-<<(4-methylphenyl)sulfonyl>amino>pentanoate 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: 56.0%

1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate (124288-74-0) → 1,1-dimethylethyl (S)-5-nitro-2-<<(4-methylphenyl)sulfonyl>amino>pentanoate (124288-75-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.283333h; Heating;

DOI:10.1021/jo00290a028

Reference yield:

1,1-dimethylethyl (S)-2-<<(4-methylphenyl)sulfonyl>-amino>-5-<<(phenylmethoxy)carbonyl>amino>pentanoate (124288-73-9) → 1,1-dimethylethyl (S)-5-nitro-2-<<(4-methylphenyl)sulfonyl>amino>pentanoate (124288-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / 10percent Pd/C / methanol / 3102.9 Torr

2: 56 percent / m-CPBA / CH₂Cl₂ / 0.28 h / Heating

With hydrogen; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jo00290a028

Reference yield:

α-N-tosyl-δ-N-carbobenzoxyornthine (110414-90-9) → 1,1-dimethylethyl (S)-5-nitro-2-<<(4-methylphenyl)sulfonyl>amino>pentanoate (124288-75-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / CHCl₃ / 22 h / 22 °C

2: 99 percent / H₂ / 10percent Pd/C / methanol / 3102.9 Torr

3: 56 percent / m-CPBA / CH₂Cl₂ / 0.28 h / Heating

With hydrogen; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; dichloromethane; chloroform;

DOI:10.1021/jo00290a028

upstream raw materials:

1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate

α-N-tosyl-δ-N-carbobenzoxyornthine

1,1-dimethylethyl (S)-2-<<(4-methylphenyl)sulfonyl>-amino>-5-<<(phenylmethoxy)carbonyl>amino>pentanoate

Downstream raw materials:

(S)-6-Hydroxy-6-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-nitro-2-(toluene-4-sulfonylamino)-hexanoic acid tert-butyl ester

(S)-2-<(p-Toluenesulfonyl)amino>-5-nitropentanoic acid

Benzyl (S)-2-<(p-toluenesulfonyl)amino>-5-nitropentanoate

(S)-2-(Toluene-4-sulfonylamino)-6-((2R,3S,4R)-3,4,5-trihydroxy-tetrahydro-furan-2-yl)-hexanoic acid benzyl ester