(S)-5-methyl-3-(o-nitrobenzenesulfonamido)hexanoic acid methyl ester

Base Information

• Chemical Name: (S)-5-methyl-3-(o-nitrobenzenesulfonamido)hexanoic acid methyl ester
• CAS No.: 279256-99-4
• Molecular Formula: C₁₄H₂₀N₂O₆S
• Molecular Weight: 344.389
• Mol file: 279256-99-4.mol

Synonyms:(S)-5-methyl-3-(o-nitrobenzenesulfonamido)hexanoic acid methyl ester

Chemical Property of (S)-5-methyl-3-(o-nitrobenzenesulfonamido)hexanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-methyl-3-(o-nitrobenzenesulfonamido)hexanoic acid methyl ester

There total 6 articles about (S)-5-methyl-3-(o-nitrobenzenesulfonamido)hexanoic acid methyl 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:

isovaleraldehyde (590-86-3) → (S)-5-methyl-3-(o-nitrobenzenesulfonamido)hexanoic acid methyl ester (279256-99-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / DIPEA / chiral Al(III) triamine complex / CH₂Cl₂ / -50 °C

2: molecular sieves 4 Angstroem / dimethylsulfoxide / 5 h / 50 °C

3: diethyl ether; ethyl acetate

With 4 A molecular sieve; N-ethyl-N,N-diisopropylamine; chiral Al(III) triamine; In diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate; 1: Cyclization / 2: Ring cleavage / 3: Esterification;

DOI:10.1002/(SICI)1521-3773(20000403)39:7<1323::AID-ANIE1323>3.0.CO;2-X

Reference yield:

o-Nitrobenzenesulfonamide monosodium salt (27444-80-0,91512-15-1) → (S)-5-methyl-3-(o-nitrobenzenesulfonamido)hexanoic acid methyl ester (279256-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 4 Angstroem molecular sieves / dimethylsulfoxide / 5 h / 50 °C

2: ethyl acetate; diethyl ether

With 4 A molecular sieve; In diethyl ether; dimethyl sulfoxide; ethyl acetate;

DOI:10.1016/S0040-4020(02)00722-6

Reference yield:

4-(2-methylpropyl)oxetan-2-one (15890-56-9) → (S)-5-methyl-3-(o-nitrobenzenesulfonamido)hexanoic acid methyl ester (279256-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: molecular sieves 4 Angstroem / dimethylsulfoxide / 5 h / 50 °C

2: diethyl ether; ethyl acetate

With 4 A molecular sieve; In diethyl ether; dimethyl sulfoxide; ethyl acetate; 1: Ring cleavage / 2: Esterification;

DOI:10.1002/(SICI)1521-3773(20000403)39:7<1323::AID-ANIE1323>3.0.CO;2-X

upstream raw materials:

diazomethane

o-Nitrobenzenesulfonamide monosodium salt

(R)-4-(2-methylpropyl)-oxetane-2-one

isovaleraldehyde

Downstream raw materials:

methyl (3S)-3-amino-5-methylhexanoate

Refernces

• 1、 Nelson, Scott G.,Spencer, Keith L.. "Enantioselective β-amino acid synthesis based on catalyzed asymmetric acyl halide-aldehyde cyclocondensation reactions". . p. 1323 - 1325. Retrieved 2007/10/03.