(R)-5-hexen-2-yl 2-Hydroxy-4,6-dimethoxybenzoate

Base Information

• Chemical Name: (R)-5-hexen-2-yl 2-Hydroxy-4,6-dimethoxybenzoate
• CAS No.: 1434278-10-0
• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.321
• Mol file: 1434278-10-0.mol

Synonyms:(R)-5-hexen-2-yl 2-Hydroxy-4,6-dimethoxybenzoate

Chemical Property of (R)-5-hexen-2-yl 2-Hydroxy-4,6-dimethoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-hexen-2-yl 2-Hydroxy-4,6-dimethoxybenzoate

There total 3 articles about (R)-5-hexen-2-yl 2-Hydroxy-4,6-dimethoxybenzoate 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%

(S)-5-hexen-2-ol (626-94-8) + 2,4-dimethoxysalicylic acid (3187-19-7) → (R)-5-hexen-2-yl 2-Hydroxy-4,6-dimethoxybenzoate (1434278-10-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 16h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201201296

Reference yield:

5-hexen-2-yl sulfate (1384156-86-8) → (R)-5-hexen-2-yl 2-Hydroxy-4,6-dimethoxybenzoate (1434278-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Pisa₁ from Pseudomonas sp. DSM 6611 / aq. buffer / 24 h / 30 °C / pH 8 / Inert atmosphere

1.2: 2 h / 40 °C / 3.75 Torr / Inert atmosphere

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; Pisa₁ from Pseudomonas sp. DSM 6611; triphenylphosphine; In tetrahydrofuran; 2.1: |Mitsunobu Displacement;

DOI:10.1002/ejoc.201201296

Reference yield:

hex-5-en-2-ol (17397-24-9,17397-29-4,54774-27-5,626-94-8) → (R)-5-hexen-2-yl 2-Hydroxy-4,6-dimethoxybenzoate (1434278-10-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / mineral oil; 1,4-dioxane / 1 h / Inert atmosphere

1.2: 16.25 h / Inert atmosphere

2.1: Pisa₁ from Pseudomonas sp. DSM 6611 / aq. buffer / 24 h / 30 °C / pH 8 / Inert atmosphere

2.2: 2 h / 40 °C / 3.75 Torr / Inert atmosphere

3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; Pisa₁ from Pseudomonas sp. DSM 6611; sodium hydride; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; mineral oil; 3.1: |Mitsunobu Displacement;

DOI:10.1002/ejoc.201201296

upstream raw materials:

(S)-5-hexen-2-ol

2,4-dimethoxysalicylic acid

5-hexen-2-yl sulfate

hex-5-en-2-ol

Downstream raw materials:

(R)-5-hexen-2-yl 4,6-dimethoxy-2-(trifluoromethylsulfonyloxy)-benzoate

(R)-5-hexen-2-yl 2,4-dimethoxy-6-(4-pentenyl)benzoate