(S)-5-tert-butyl-2-hydroxy-3-(2-methoxymethyl-pyrrolidin-1-ylmethyl)-benzaldehyde

Base Information

• Chemical Name: (S)-5-tert-butyl-2-hydroxy-3-(2-methoxymethyl-pyrrolidin-1-ylmethyl)-benzaldehyde
• CAS No.: 478555-35-0
• Molecular Formula: C₁₈H₂₇NO₃
• Molecular Weight: 305.417
• Mol file: 478555-35-0.mol

Synonyms:(S)-5-tert-butyl-2-hydroxy-3-(2-methoxymethyl-pyrrolidin-1-ylmethyl)-benzaldehyde

Chemical Property of (S)-5-tert-butyl-2-hydroxy-3-(2-methoxymethyl-pyrrolidin-1-ylmethyl)-benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-tert-butyl-2-hydroxy-3-(2-methoxymethyl-pyrrolidin-1-ylmethyl)-benzaldehyde

There total 3 articles about (S)-5-tert-butyl-2-hydroxy-3-(2-methoxymethyl-pyrrolidin-1-ylmethyl)-benzaldehyde 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: 75.0%

3-(bromomethyl)-5-(tert-butyl)-2-hydroxybenzaldehyde (367965-70-6) + (2S)-2-(methoxymethyl)-1-pyrrolidine (63126-47-6) → (S)-5-tert-butyl-2-hydroxy-3-(2-methoxymethyl-pyrrolidin-1-ylmethyl)-benzaldehyde (478555-35-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tet.2005.03.117

Reference yield:

6-tert-butyl-2,2-dimethyl-4H-benzo[1,3]dioxine-8-carbaldehyde (367965-69-3) → (S)-5-tert-butyl-2-hydroxy-3-(2-methoxymethyl-pyrrolidin-1-ylmethyl)-benzaldehyde (478555-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaBr; H₂SO₄ / hexane / 0.5 h / 20 °C

2: 75 percent / tetrahydrofuran / 20 °C

With sulfuric acid; sodium bromide; In tetrahydrofuran; hexane;

DOI:10.1016/j.tet.2005.03.117

Reference yield:

(6-tert-butyl-2,2-dimethyl-4H-benzo[1,3]dioxin-8-yl)-methanol (206879-68-7) → (S)-5-tert-butyl-2-hydroxy-3-(2-methoxymethyl-pyrrolidin-1-ylmethyl)-benzaldehyde (478555-35-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / PCC / CH₂Cl₂ / 2 h / 20 °C

2: 100 percent / NaBr; H₂SO₄ / hexane / 0.5 h / 20 °C

3: 75 percent / tetrahydrofuran / 20 °C

With sulfuric acid; pyridinium chlorochromate; sodium bromide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tet.2005.03.117

upstream raw materials:

3-(bromomethyl)-5-(tert-butyl)-2-hydroxybenzaldehyde

(2S)-2-(methoxymethyl)-1-pyrrolidine

6-tert-butyl-2,2-dimethyl-4H-benzo[1,3]dioxine-8-carbaldehyde

(6-tert-butyl-2,2-dimethyl-4H-benzo[1,3]dioxin-8-yl)-methanol