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

Base Information

• Chemical Name: (S)-4-(4-(benzyloxy)phenyl)-2-((1R,2R)-2,3-dihydroxy-1-(4-methoxyphenyl)propoxy)-N,N-diethylbutanamide
• CAS No.: 1579942-33-8
• Molecular Formula: C₃₁H₃₉NO₆
• Molecular Weight: 521.654
• Mol file: 1579942-33-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (S)-4-(4-(benzyloxy)phenyl)-2-((1R,2R)-2,3-dihydroxy-1-(4-methoxyphenyl)propoxy)-N,N-diethylbutanamide 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: 98.0%

(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)-2-((1R,2R)-2,3-dihydroxy-1-(4-methoxyphenyl)propoxy)-N,N-diethylbutanamide (1579942-33-8)

Guidance literature:

With methanol; pyridinium p-toluenesulfonate; for 2h; 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)-2-((1R,2R)-2,3-dihydroxy-1-(4-methoxyphenyl)propoxy)-N,N-diethylbutanamide (1579942-33-8)

Guidance literature:

Multi-step reaction with 2 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

With methanol; pyridinium p-toluenesulfonate; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/j.tetasy.2013.12.019

Reference yield:

(2R,3R)-3-hydroxy-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol (102389-96-8) → (S)-4-(4-(benzyloxy)phenyl)-2-((1R,2R)-2,3-dihydroxy-1-(4-methoxyphenyl)propoxy)-N,N-diethylbutanamide (1579942-33-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / 1,2-dimethoxyethane / 0.5 h / 20 °C

1.2: 2 h / -10 °C

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

2.2: 4 h / -78 °C

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

With methanol; pyridinium p-toluenesulfonate; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dimethoxyethane;

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

(2R,3R)-3-hydroxy-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

2-Chloro-N,N-diethylacetamide

Downstream raw materials:

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

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

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

Centrolobin