methyl (S)-(-)-4-methyl-2-((Z)-3-(phenylamino)but-2-enethioylamino)pentanoate

Base Information

• Chemical Name: methyl (S)-(-)-4-methyl-2-((Z)-3-(phenylamino)but-2-enethioylamino)pentanoate
• CAS No.: 883908-45-0
• Molecular Formula: C₁₇H₂₄N₂O₂S
• Molecular Weight: 320.456

Synonyms:methyl (S)-(-)-4-methyl-2-((Z)-3-(phenylamino)but-2-enethioylamino)pentanoate

Chemical Property of methyl (S)-(-)-4-methyl-2-((Z)-3-(phenylamino)but-2-enethioylamino)pentanoate

Chemical Property:

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Technology Process of methyl (S)-(-)-4-methyl-2-((Z)-3-(phenylamino)but-2-enethioylamino)pentanoate

There total 2 articles about methyl (S)-(-)-4-methyl-2-((Z)-3-(phenylamino)but-2-enethioylamino)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: 74.0%

methyl (S)-(-)-2-((E)-2-acetyl-3-(phenylamino)but-2-enethioylamino)-4-methylpentanoate (883908-40-5) → methyl (S)-(-)-4-methyl-2-((Z)-3-(phenylamino)but-2-enethioylamino)pentanoate (883908-45-0)

Guidance literature:

With sodium hydrogencarbonate; In methanol; for 1.5h; Heating;

DOI:10.1007/s00706-005-0353-4

Reference yield:

(S)-2-isothiocyanato-4-methylpentanoic acid methyl ester (206761-74-2) → methyl (S)-(-)-4-methyl-2-((Z)-3-(phenylamino)but-2-enethioylamino)pentanoate (883908-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / 1.5 h / 85 °C

2: 74 percent / NaHCO₃ / methanol / 1.5 h / Heating

With sodium hydrogencarbonate; In methanol;

DOI:10.1007/s00706-005-0353-4

Reference yield: 72.0%

methyl (S)-(-)-4-methyl-2-((Z)-3-(phenylamino)but-2-enethioylamino)pentanoate (883908-45-0) → methyl (S)-(-)-4-methyl-2-(3-methyl-2-phenyl-2H-isothiazol-(5Z)-ylideneamino)-pentanoate hydrobromide

Guidance literature:

With bromine; In chloroform; at 0 - 20 ℃;

DOI:10.1007/s00706-005-0353-4

upstream raw materials:

methyl (S)-(-)-2-((E)-2-acetyl-3-(phenylamino)but-2-enethioylamino)-4-methylpentanoate

(S)-2-isothiocyanato-4-methylpentanoic acid methyl ester

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