(E)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate

Base Information

• Chemical Name: (E)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate
• CAS No.: 1610376-72-1
• Molecular Formula: C₁₈H₂₉O₃PS₂
• Molecular Weight: 388.532

Synonyms:(E)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate

Chemical Property of (E)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate

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Technology Process of (E)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate

There total 3 articles about (E)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate 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: 64.0%

2-phenethyl-2-vinyloxirane (1610376-65-2) + O,O-diisopropyl hydrogen phosphorodithioate (107-56-2) → (Z)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate (1610376-69-6) + (E)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate (1610376-72-1)

Guidance literature:

In toluene; at 20 ℃; for 8h; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.04.028

Reference yield:

5-phenyl-1-penten-3-one (53931-59-2) → (Z)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate (1610376-69-6) + (E)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate (1610376-72-1)

Guidance literature:

Multi-step reaction with 3 steps

1: n-butyllithium / tetrahydrofuran; diethyl ether / 0.37 h / -100 °C / Inert atmosphere

2: sodium hydride / mineral oil; dimethyl sulfoxide / 20 °C / Inert atmosphere

3: toluene / 8 h / 20 °C / Inert atmosphere

With n-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; toluene; mineral oil;

DOI:10.1016/j.tetlet.2014.04.028

Reference yield:

C12H15ClO (1610376-87-8) → (Z)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate (1610376-69-6) + (E)-S-(3-(hydroxymethyl)-5-phenylpent-2-en-1-yl) O,O-diisopropyl phosphorodithioate (1610376-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / mineral oil; dimethyl sulfoxide / 20 °C / Inert atmosphere

2: toluene / 8 h / 20 °C / Inert atmosphere

With sodium hydride; In dimethyl sulfoxide; toluene; mineral oil;

DOI:10.1016/j.tetlet.2014.04.028

upstream raw materials:

2-phenethyl-2-vinyloxirane

O,O-diisopropyl hydrogen phosphorodithioate

5-phenyl-1-penten-3-one

C₁₂H₁₅ClO

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