methyl N²-(3,5-dimethylisoxazol-4-ylsulfonyl)-N³-<3-(4-cyanophenyl)isoxazolin-5(R)-ylacetyl>-(S)-2,3-diaminopropionate

Base Information

• Chemical Name: methyl N²-(3,5-dimethylisoxazol-4-ylsulfonyl)-N³-<3-(4-cyanophenyl)isoxazolin-5(R)-ylacetyl>-(S)-2,3-diaminopropionate
• CAS No.: 185536-69-0
• Molecular Formula: C₂₁H₂₃N₅O₇S
• Molecular Weight: 489.509

Synonyms:methyl N²-(3,5-dimethylisoxazol-4-ylsulfonyl)-N³-<3-(4-cyanophenyl)isoxazolin-5(R)-ylacetyl>-(S)-2,3-diaminopropionate

Chemical Property of methyl N²-(3,5-dimethylisoxazol-4-ylsulfonyl)-N³-<3-(4-cyanophenyl)isoxazolin-5(R)-ylacetyl>-(S)-2,3-diaminopropionate

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Technology Process of methyl N²-(3,5-dimethylisoxazol-4-ylsulfonyl)-N³-<3-(4-cyanophenyl)isoxazolin-5(R)-ylacetyl>-(S)-2,3-diaminopropionate

There total 3 articles about methyl N²-(3,5-dimethylisoxazol-4-ylsulfonyl)-N³-<3-(4-cyanophenyl)isoxazolin-5(R)-ylacetyl>-(S)-2,3-diaminopropionate 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: 81.0%

(R)-2-[3-(4-cyanophenyl)-4,5-dihydroisoxazol-5-yl]acetic acid (181023-08-5) + methyl N2-(3,5-dimethylisoxazol-4-ylsulfonyl)-(S)-2,3-diaminopropionate hydrochloride → methyl N2-(3,5-dimethylisoxazol-4-ylsulfonyl)-N3-<3-(4-cyanophenyl)isoxazolin-5(R)-ylacetyl>-(S)-2,3-diaminopropionate (185536-69-0)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1021/jm980348t

Reference yield:

isoxazole-4-sulfonyl chloride (80466-79-1) → methyl N2-(3,5-dimethylisoxazol-4-ylsulfonyl)-N3-<3-(4-cyanophenyl)isoxazolin-5(R)-ylacetyl>-(S)-2,3-diaminopropionate (185536-69-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

2: 75 percent / 4 M HCl / dioxane / 4 h / Ambient temperature

3: 81 percent / TBTU, Et₃N / dimethylformamide / 18 h / Ambient temperature

With hydrogenchloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm980348t

Reference yield:

methyl N2-(3,5-dimethylisoxazol-4-ylsulfonyl)-N3-Boc-(S)-2,3-diaminopropionate (185536-65-6) → methyl N2-(3,5-dimethylisoxazol-4-ylsulfonyl)-N3-<3-(4-cyanophenyl)isoxazolin-5(R)-ylacetyl>-(S)-2,3-diaminopropionate (185536-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / 4 M HCl / dioxane / 4 h / Ambient temperature

2: 81 percent / TBTU, Et₃N / dimethylformamide / 18 h / Ambient temperature

With hydrogenchloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm980348t

upstream raw materials:

(R)-2-[3-(4-cyanophenyl)-4,5-dihydroisoxazol-5-yl]acetic acid

isoxazole-4-sulfonyl chloride

methyl N²-(3,5-dimethylisoxazol-4-ylsulfonyl)-N³-Boc-(S)-2,3-diaminopropionate

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