(S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((S)-1-(4-methoxyphenyl)allyloxy)butanamide

Base Information

• Chemical Name: (S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((S)-1-(4-methoxyphenyl)allyloxy)butanamide
• CAS No.: 1579942-35-0
• Molecular Formula: C₃₁H₃₇NO₄
• Molecular Weight: 487.639
• Mol file: 1579942-35-0.mol

Synonyms:(S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((S)-1-(4-methoxyphenyl)allyloxy)butanamide

Chemical Property of (S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((S)-1-(4-methoxyphenyl)allyloxy)butanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((S)-1-(4-methoxyphenyl)allyloxy)butanamide

There total 6 articles about (S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((S)-1-(4-methoxyphenyl)allyloxy)butanamide 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: 95.0%

(S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((R)-(4-methoxyphenyl)((R)-2-thioxo-1,3-dioxolan-4-yl)methoxy)butanamide (1579942-34-9) → (S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((S)-1-(4-methoxyphenyl)allyloxy)butanamide (1579942-35-0)

Guidance literature:

With phosphorous acid trimethyl ester; for 48h; Reflux;

DOI:10.1016/j.tetasy.2013.12.019

Reference yield:

2-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(4-methoxyphenyl)methoxy)-N,N-diethylacetamide (1579942-31-6) → (S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((S)-1-(4-methoxyphenyl)allyloxy)butanamide (1579942-35-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

1.2: 4 h / -78 °C

2.1: pyridinium p-toluenesulfonate; methanol / 2 h / Reflux

3.1: toluene / 1 h / Reflux

4.1: phosphorous acid trimethyl ester / 48 h / Reflux

With methanol; pyridinium p-toluenesulfonate; lithium hexamethyldisilazane; phosphorous acid trimethyl ester; In tetrahydrofuran; toluene;

DOI:10.1016/j.tetasy.2013.12.019

Reference yield:

(S)-4-(4-(benzyloxy)phenyl)-2-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(4-methoxyphenyl)methoxy)-N,N-diethylbutanamide (1579942-32-7) → (S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((S)-1-(4-methoxyphenyl)allyloxy)butanamide (1579942-35-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate; methanol / 2 h / Reflux

2: toluene / 1 h / Reflux

3: phosphorous acid trimethyl ester / 48 h / Reflux

With methanol; pyridinium p-toluenesulfonate; phosphorous acid trimethyl ester; In toluene;

DOI:10.1016/j.tetasy.2013.12.019

upstream raw materials:

2-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(4-methoxyphenyl)methoxy)-N,N-diethylacetamide

(S)-4-(4-(benzyloxy)phenyl)-2-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(4-methoxyphenyl)methoxy)-N,N-diethylbutanamide

(S)-4-(4-(benzyloxy)phenyl)-2-((1R,2R)-2,3-dihydroxy-1-(4-methoxyphenyl)propoxy)-N,N-diethylbutanamide

(S)-4-(4-(benzyloxy)phenyl)-N,N-diethyl-2-((R)-(4-methoxyphenyl)((R)-2-thioxo-1,3-dioxolan-4-yl)methoxy)butanamide

Downstream raw materials:

(2S,6S)-2-(4-(benzyloxy)phenethyl)-6-(4-methoxyphenyl)-2H-pyran-3(6H)-one

Centrolobin

(S)-6-(4-(benzyloxy)phenyl)-4-((S)-1-(4-methoxyphenyl)allyloxy)hex-1-en-3-one