(3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione

Base Information

• Chemical Name: (3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione
• CAS No.: 1082605-51-3
• Molecular Formula: C₁₉H₂₅NO₂S
• Molecular Weight: 331.479
• Mol file: 1082605-51-3.mol

Synonyms:(3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione

Chemical Property of (3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione

There total 22 articles about (3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione 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: 38.0%

1-benzyl-2-pyrrolidinethione (17642-88-5) + (S,E)-4-(3-bromoprop-1-en-1-yl)-2,2-dimethyl-1,3-dioxolane (198402-59-4) → (3S,1′R,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]pyrrolidine-2-thione (1082605-47-7) + (3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione (1082605-51-3) + (3R,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)-allyl]pyrrolidine-2-thione (1082605-49-9)

Guidance literature:

1-benzyl-2-pyrrolidinethione; (S,E)-4-(3-bromoprop-1-en-1-yl)-2,2-dimethyl-1,3-dioxolane; In acetonitrile; for 96h; Molecular sieve; Inert atmosphere;

With triethylamine; In acetonitrile; at 35 - 40 ℃; for 7h; diastereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1039/c3ob41580e

Reference yield: 38.0%

1-benzyl-2-pyrrolidinethione (17642-88-5) + C8H13BrO2 → (3S,1′R,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]pyrrolidine-2-thione (1082605-47-7) + (3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione (1082605-51-3) + (3R,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)-allyl]pyrrolidine-2-thione (1082605-49-9)

Guidance literature:

1-benzyl-2-pyrrolidinethione; C₈H₁₃BrO₂; In acetonitrile;

With triethylamine; In acetonitrile; at 35 ℃;

DOI:10.1055/s-2008-1078030

Reference yield: 35.0%

(3R,1′S,4″S)-1-benzyl-3-[2-bromo-1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]pyrrolidine-2-thione (1082605-50-2) → (3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione (1082605-51-3) + (3R,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)-allyl]pyrrolidine-2-thione (1082605-49-9)

Guidance literature:

With formic acid; palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 65 ℃;

DOI:10.1055/s-2008-1078030

upstream raw materials:

1-benzyl-2-pyrrolidinethione

(3R,1′S,4″S)-1-benzyl-3-[2-bromo-1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]pyrrolidine-2-thione

(S,E)-4-(3-bromoprop-1-en-1-yl)-2,2-dimethyl-1,3-dioxolane

(4S)-4-[(1Z)-3-bromoprop-1-enyl]-2,2-dimethyl-1,3-dioxolane