(+)-(S_S)-S-(2-methyl-3-phenyl-2-propenyloxycarbonylmethyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine

Base Information

• Chemical Name: (+)-(S_S)-S-(2-methyl-3-phenyl-2-propenyloxycarbonylmethyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine
• CAS No.: 864443-84-5
• Molecular Formula: C₃₃H₄₁NO₅S₂
• Molecular Weight: 595.824

Synonyms:(+)-(S_S)-S-(2-methyl-3-phenyl-2-propenyloxycarbonylmethyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine

Chemical Property of (+)-(S_S)-S-(2-methyl-3-phenyl-2-propenyloxycarbonylmethyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine

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Technology Process of (+)-(S_S)-S-(2-methyl-3-phenyl-2-propenyloxycarbonylmethyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine

There total 2 articles about (+)-(S_S)-S-(2-methyl-3-phenyl-2-propenyloxycarbonylmethyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine 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: 46.0%

(+)-(SS)-S-carboxymethyl-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine (864443-80-1) + (E)-3-phenyl-2-methyl-2-propenol (1504-55-8,39924-63-5,55131-20-9) → (+)-(SS)-S-(2-methyl-3-phenyl-2-propenyloxycarbonylmethyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine (864443-84-5)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1021/jo050747d

Reference yield:

(+)-(SS)-S-methyl-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine → (+)-(SS)-S-(2-methyl-3-phenyl-2-propenyloxycarbonylmethyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine (864443-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 80 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.1: 46 percent / 1-(dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 16 h / 0 - 20 °C

With n-butyllithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jo050747d

Reference yield:

(+)-(SS)-S-(2-methyl-3-phenyl-2-propenyloxycarbonylmethyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine (864443-84-5) → (SS,R)-S-(2-phenyl-3-methylbut-3-enyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine + (SS,S)-S-(2-phenyl-3-methylbut-3-enyl)-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; potassium acetate; In toluene; for 8h; Title compound not separated from byproducts; Heating;

DOI:10.1021/jo050747d

upstream raw materials:

(+)-(S_S)-S-carboxymethyl-S-phenyl-N-(2,4,6-triisopropylphenylsulfonyl)sulfoximine

(E)-3-phenyl-2-methyl-2-propenol

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