methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate

Base Information

• Chemical Name: methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate
• CAS No.: 43188-65-4
• Molecular Formula: C₁₂H₁₅NO₄S
• Molecular Weight: 269.321

Synonyms:methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate

Chemical Property of methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate

Chemical Property:

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Technology Process of methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate

There total 9 articles about methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate 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: 92.0%

(2S,3R)-methyl-N-(4-methylphenylsulfonyl)-3-hydroxy-2-aminobutanoate (43188-53-0) → methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate (43188-65-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 18h; Ambient temperature;

Reference yield: 38.0%

L-threonine methyl ester hydrochloride (39994-75-7) + p-toluenesulfonyl chloride (98-59-9) → methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate (43188-65-4)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In dichloromethane; at 20 ℃; for 9h;

DOI:10.1016/j.tetlet.2007.07.054

Reference yield:

p-toluenesulfonyl chloride (98-59-9) + (2S,3S)-H-3-MeAzy-OMe (83860-98-4) → methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate (43188-65-4)

Guidance literature:

for 20h; Yield given; Ambient temperature;

DOI:10.1016/0040-4039(94)02198-K

upstream raw materials:

L-threonine

(2S,3R)-methyl-N-(4-methylphenylsulfonyl)-3-hydroxy-2-aminobutanoate

p-toluenesulfonyl chloride

(2S,3S)-H-3-MeAzy-OMe

Downstream raw materials:

methyl (4R,5S,2Z)-4,5-epimino-N-<(4-methylphenyl)sulfonyl>hex-2-enoate

(E)-3-[(2R,3S)-3-Methyl-1-(toluene-4-sulfonyl)-aziridin-2-yl]-acrylic acid methyl ester

(2R,3S)-3-Amino-2-[(S)-1-carboxy-2-(3H-imidazol-4-yl)-ethylamino]-butyric acid

(2S,3R)-2-amino-3-[[(1S)-1-carboxy-2-(4-imidazolyl)ethyl]amino]butyric acid

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