(S,E)-6-benzyl-1-tert-butyl-3-acetoxy-5-isopropyl-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)hex-2-enedioate

Base Information

• Chemical Name: (S,E)-6-benzyl-1-tert-butyl-3-acetoxy-5-isopropyl-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)hex-2-enedioate
• CAS No.: 1351987-34-2
• Molecular Formula: C₃₉H₅₆O₉
• Molecular Weight: 668.868

Synonyms:(S,E)-6-benzyl-1-tert-butyl-3-acetoxy-5-isopropyl-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)hex-2-enedioate

Chemical Property of (S,E)-6-benzyl-1-tert-butyl-3-acetoxy-5-isopropyl-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)hex-2-enedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,E)-6-benzyl-1-tert-butyl-3-acetoxy-5-isopropyl-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)hex-2-enedioate

There total 31 articles about (S,E)-6-benzyl-1-tert-butyl-3-acetoxy-5-isopropyl-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)hex-2-enedioate 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%

(5S)-6-benzyl-1-tert-butyl-5-isopropyl-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-3-oxohexanedioate (1351987-33-1) + acetic anhydride (108-24-7) → (S,E)-6-benzyl-1-tert-butyl-3-acetoxy-5-isopropyl-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)hex-2-enedioate (1351987-34-2)

Guidance literature:

With triethylamine; dmap; for 3h; Inert atmosphere;

Reference yield:

4-methoxy-3-(3-methoxypropoxy)benzaldehyde (172900-75-3) → (S,E)-6-benzyl-1-tert-butyl-3-acetoxy-5-isopropyl-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)hex-2-enedioate (1351987-34-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: lithium diisopropyl amide / n-heptane; benzene; tetrahydrofuran / 1 h / -40 °C / Inert atmosphere

1.2: 2.25 h / -40 °C

2.1: camphor-10-sulfonic acid / toluene / Dean-Stark system; Reflux

3.1: hydrogen / palladium 10% on activated carbon / methanol / 18 h / 20 °C / 760.05 Torr

4.1: hydrogenchloride; 2-amino-2-hydroxymethyl-1,3-propanediol; water; HLAP / 48 h / 40 °C / Enzymatic reaction

4.2: 20 °C / pH 3.5

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 40 °C / Inert atmosphere

5.2: 20 °C

6.1: triethylamine / toluene / 1.5 h / 0 - 20 °C / Inert atmosphere

7.1: sodium iodide / acetonitrile / Inert atmosphere; Reflux

8.1: N,N-dimethyl acetamide / 24 h / 25 °C / Inert atmosphere

9.1: triethylamine / dmap / 3 h / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; HLAP; water; hydrogen; triethylamine; 2-amino-2-hydroxymethyl-1,3-propanediol; sodium iodide; lithium diisopropyl amide; dmap; palladium 10% on activated carbon; camphor-10-sulfonic acid; In tetrahydrofuran; methanol; n-heptane; N,N-dimethyl acetamide; toluene; acetonitrile; benzene;

Reference yield:

(R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid (172900-71-9) → (S,E)-6-benzyl-1-tert-butyl-3-acetoxy-5-isopropyl-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)hex-2-enedioate (1351987-34-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 40 °C / Inert atmosphere

1.2: 20 °C

2.1: triethylamine / toluene / 1.5 h / 0 - 20 °C / Inert atmosphere

3.1: sodium iodide / acetonitrile / Inert atmosphere; Reflux

4.1: N,N-dimethyl acetamide / 24 h / 25 °C / Inert atmosphere

5.1: triethylamine / dmap / 3 h / Inert atmosphere

With lithium aluminium tetrahydride; triethylamine; sodium iodide; dmap; In tetrahydrofuran; N,N-dimethyl acetamide; toluene; acetonitrile;

upstream raw materials:

(R)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutanol

(5S)-6-benzyl-1-tert-butyl-5-isopropyl-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-3-oxohexanedioate

acetic anhydride

(R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid

Downstream raw materials:

tert-butyl {(1S,3S)-1-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)-3-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl}carbamate

{(1S,3S)-1-((2S,4S)-4-isopropyl-5-oxo-furanidin-2-yl)-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid benzyl ester

(S,E)-3-acetoxy-5-((benzyloxy)carbonyl)-2-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-6-methylhept-2-enoicacid

(2S,3S,5S)-3-acetoxy-5-(benzyloxycarbonyl)-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-6-methylheptanoic acid

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