(3S,4S)-1-[(4-methylphenyl)sulfonyl]-4-(1-phenylethenyl)-3-pyrrolidinol

Base Information

• Chemical Name: (3S,4S)-1-[(4-methylphenyl)sulfonyl]-4-(1-phenylethenyl)-3-pyrrolidinol
• CAS No.: 1015445-22-3
• Molecular Formula: C₁₉H₂₁NO₃S
• Molecular Weight: 343.447
• Mol file: 1015445-22-3.mol

Synonyms:(3S,4S)-1-[(4-methylphenyl)sulfonyl]-4-(1-phenylethenyl)-3-pyrrolidinol

Chemical Property of (3S,4S)-1-[(4-methylphenyl)sulfonyl]-4-(1-phenylethenyl)-3-pyrrolidinol

Chemical Property:

Purity/Quality:

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Technology Process of (3S,4S)-1-[(4-methylphenyl)sulfonyl]-4-(1-phenylethenyl)-3-pyrrolidinol

There total 23 articles about (3S,4S)-1-[(4-methylphenyl)sulfonyl]-4-(1-phenylethenyl)-3-pyrrolidinol 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: 93.0%

N-(buta-2,3-dien-1-yl)-4-methyl-N-(2-oxoethyl)benzenesulfonamide (420132-18-9) + phenylboronic acid (98-80-6) → (3S,4S)-1-[(4-methylphenyl)sulfonyl]-4-(1-phenylethenyl)-3-pyrrolidinol (1015445-22-3)

Guidance literature:

With (S)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(diphenylphosphine); palladium diacetate; In acetonitrile; at 50 ℃; for 2h; enantioselective reaction; Inert atmosphere;

DOI:10.1246/bcsj.20190167

Reference yield: 86.0%

1-[N-(2-oxoethyl)(4-methylbenzene)sulfonamide]-3-phenylbut-3-en-2-yl acetate → (3S,4S)-1-[(4-methylphenyl)sulfonyl]-4-(1-phenylethenyl)-3-pyrrolidinol (1015445-22-3)

Guidance literature:

With formic acid; bis(tri-ortho-tolylphosphine)palladium⁽⁰⁾; tributyl-amine; (S)-SEGPHOS; In acetonitrile; at 50 ℃; for 4h; Reagent/catalyst; Inert atmosphere; Sealed tube;

DOI:10.1039/c5cc02176f

Reference yield: 84.0%

N-{2-[(ethoxycarbonyl)oxy]-3-phenylbut-3-en-1-yl}-S-(4-methylphenyl)-2-oxoethane-1-sulfonamide → (3S,4S)-1-[(4-methylphenyl)sulfonyl]-4-(1-phenylethenyl)-3-pyrrolidinol (1015445-22-3)

Guidance literature:

With (S)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(diphenylphosphine); bis(tri-ortho-tolylphosphine)palladium⁽⁰⁾; tributylammonium formate; In acetonitrile; at 50 ℃; for 4h; Reagent/catalyst; enantioselective reaction; Catalytic behavior; Inert atmosphere;

DOI:10.1246/bcsj.20190167

upstream raw materials:

4-methoxyphenylboronic acid

N-(buta-2,3-dien-1-yl)-4-methyl-N-(2-oxoethyl)benzenesulfonamide

(S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine)

phenylboronic acid