(R(S))-N-((R)-1-(4-chlorophenyl)-1-phenylmethyl)-2-methylpropane-2-sulfinamide

Base Information

• Chemical Name: (R(S))-N-((R)-1-(4-chlorophenyl)-1-phenylmethyl)-2-methylpropane-2-sulfinamide
• CAS No.: 439695-64-4
• Molecular Formula: C₁₇H₂₀ClNOS
• Molecular Weight: 321.871

Synonyms:(R(S))-N-((R)-1-(4-chlorophenyl)-1-phenylmethyl)-2-methylpropane-2-sulfinamide

Chemical Property of (R(S))-N-((R)-1-(4-chlorophenyl)-1-phenylmethyl)-2-methylpropane-2-sulfinamide

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Technology Process of (R(S))-N-((R)-1-(4-chlorophenyl)-1-phenylmethyl)-2-methylpropane-2-sulfinamide

There total 9 articles about (R(S))-N-((R)-1-(4-chlorophenyl)-1-phenylmethyl)-2-methylpropane-2-sulfinamide 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: 97.0%

4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide (109674-45-5) + (R)-(-)-N-(4-chlorobenzylidene)-2-methylpropane-2-sulfinamide (507469-89-8) → (R(S))-N-((R)-1-(4-chlorophenyl)-1-phenylmethyl)-2-methylpropane-2-sulfinamide (439695-64-4)

Guidance literature:

With potassium phosphate; [Rh(OH)(cod)]2; o-phenylenebis(diphenylphosphine); In 1,4-dioxane; water; at 60 ℃; for 20h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo100318s

Reference yield: 95.0%

(R)-(-)-N-(4-chlorobenzylidene)-2-methylpropane-2-sulfinamide (507469-89-8) + sodium tetraphenyl borate (143-66-8) → (R(S))-N-((R)-1-(4-chlorophenyl)-1-phenylmethyl)-2-methylpropane-2-sulfinamide (439695-64-4)

Guidance literature:

With methanol; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In 1,4-dioxane; at 65 ℃; for 24h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo2024224

Reference yield: 84.0%

(R)-(-)-N-(4-chlorobenzylidene)-2-methylpropane-2-sulfinamide (507469-89-8) + potassium phenyltrifluoborate → (R(S))-N-((R)-1-(4-chlorophenyl)-1-phenylmethyl)-2-methylpropane-2-sulfinamide (439695-64-4)

Guidance literature:

With [Rh(OH)(cod)]2; o-phenylenebis(diphenylphosphine); triethylamine; In water; N,N-dimethyl-formamide; at 60 ℃; for 20h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo100318s

upstream raw materials:

(R)-(-)-N-[(1E)-(4-chlorophenyl)methylene]-2-methyl-2-propanesulfinamide

phenyllithium

(4-chlorphenyl)magnesium bromide

(R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide

Downstream raw materials:

(α¹R)-4-chloro-α-phenyl-benzenemethanamine hydrochloride

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