Thioacetic acid S-[(2R,3S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-phenyl-propyl] ester

Base Information

• Chemical Name: Thioacetic acid S-[(2R,3S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-phenyl-propyl] ester
• CAS No.: 160857-12-5
• Molecular Formula: C₁₉H₁₇NO₄S
• Molecular Weight: 355.414

Synonyms:Thioacetic acid S-[(2R,3S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-phenyl-propyl] ester

Chemical Property of Thioacetic acid S-[(2R,3S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-phenyl-propyl] ester

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Technology Process of Thioacetic acid S-[(2R,3S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-phenyl-propyl] ester

There total 1 articles about Thioacetic acid S-[(2R,3S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-phenyl-propyl] ester 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: 26.0%

(1S,2S)-1-phenyl-2-phthalimido-propane-1,3-diol (123537-84-8) + tiolacetic acid (507-09-5) → Thioacetic acid S-[(2R,3S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-phenyl-propyl] ester (160857-12-5) + Thioacetic acid S-[(1R,2S)-3-acetylsulfanyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-phenyl-propyl] ester (205253-57-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1.) 0 deg C, 1 h, 2.) room temperature, overnight;

DOI:10.1016/S0040-4020(97)00672-8

Reference yield: 87.0%

Thioacetic acid S-[(2R,3S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-phenyl-propyl] ester (160857-12-5) → 1-phenyl-2-phthalimido-1-propanol (59686-10-1)

Guidance literature:

With nickel; In tetrahydrofuran; water; for 1h; Ambient temperature; pH>9;

DOI:10.1016/S0040-4020(97)00672-8

Reference yield: 41.0%

Thioacetic acid S-[(2R,3S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-3-phenyl-propyl] ester (160857-12-5) + tiolacetic acid (507-09-5) → Thioacetic acid S-[(1R,2S)-3-acetylsulfanyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-phenyl-propyl] ester (205253-57-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1.) 0 deg C, 1 h, 2.) room temperature, overnight;

DOI:10.1016/S0040-4020(97)00672-8

upstream raw materials:

(1S,2S)-1-phenyl-2-phthalimido-propane-1,3-diol

tiolacetic acid

Downstream raw materials:

1-phenyl-2-phthalimido-1-propanol

Thioacetic acid S-[(1R,2S)-3-acetylsulfanyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1-phenyl-propyl] ester

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