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

Base Information

• Chemical Name: 2-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(4-methoxyphenyl)methoxy)-N,N-diethylacetamide
• CAS No.: 1579942-31-6
• Molecular Formula: C₁₉H₂₉NO₅
• Molecular Weight: 351.443
• Mol file: 1579942-31-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 2-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(4-methoxyphenyl)methoxy)-N,N-diethylacetamide 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: 80.0%

2-Chloro-N,N-diethylacetamide (2315-36-8) + (2R,3R)-3-hydroxy-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol (102389-96-8) → 2-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(4-methoxyphenyl)methoxy)-N,N-diethylacetamide (1579942-31-6)

Guidance literature:

(2R,3R)-3-hydroxy-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol; With sodium hydride; In 1,2-dimethoxyethane; at 20 ℃; for 0.5h;

2-Chloro-N,N-diethylacetamide; In 1,2-dimethoxyethane; at -10 ℃; for 2h;

DOI:10.1016/j.tetasy.2013.12.019

Reference yield: 57.0%

2-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(4-methoxyphenyl)methoxy)-N,N-diethylacetamide (1579942-31-6) + 2-<4-(Benzyloxy)phenyl>ethyl iodide (163930-30-1) → (S)-4-(4-(benzyloxy)phenyl)-2-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(4-methoxyphenyl)methoxy)-N,N-diethylbutanamide (1579942-40-7) + (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)

Guidance literature:

2-((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(4-methoxyphenyl)methoxy)-N,N-diethylacetamide; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

2-<4-(Benzyloxy)phenyl>ethyl iodide; In tetrahydrofuran; at -78 ℃; for 4h; Overall yield = 62 %;

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) → O-(2S,6S)-2-(4-(benzyloxy)phenethyl)-6-(4-methoxyphenyl)-3,6-dihydro-2H-pyran-3-yl-1H-imidazole-1-carbothioate

Guidance literature:

Multi-step reaction with 8 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

5.1: tetrahydrofuran / 1 h / 20 °C

6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 8 h / 20 °C

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 20 °C / Reflux

8.1: toluene / 4 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; methanol; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; lithium hexamethyldisilazane; phosphorous acid trimethyl ester; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/j.tetasy.2013.12.019

upstream raw materials:

2-Chloro-N,N-diethylacetamide

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

Downstream raw materials:

(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

(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