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

Base Information

• Chemical Name: (5S)-6-benzyl-1-tert-butyl-5-isopropyl-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-3-oxohexanedioate
• CAS No.: 1351987-33-1
• Molecular Formula: C₃₇H₅₄O₈
• Molecular Weight: 626.831

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 28 articles about (5S)-6-benzyl-1-tert-butyl-5-isopropyl-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-3-oxohexanedioate 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: 72.0%

(R)--4-(2-(iodomethyl)--3--methylbutyl)--1--methoxy-2--(3--methoxypropoxy)benzene (900811-38-3) + (S)-1-benzyl-6-tert-butyl-2-isopropyl-4-oxohexanedioate (1351987-28-4) → (5S)-6-benzyl-1-tert-butyl-5-isopropyl-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-3-oxohexanedioate (1351987-33-1)

Guidance literature:

(S)-1-benzyl-6-tert-butyl-2-isopropyl-4-oxohexanedioate; With lithium hydride; In N,N-dimethyl acetamide; at 60 ℃; for 1h;

(R)--4-(2-(iodomethyl)--3--methylbutyl)--1--methoxy-2--(3--methoxypropoxy)benzene; In N,N-dimethyl acetamide; at 60 ℃; for 48h;

DOI:10.1002/adsc.201200934

Reference yield:

4-methoxy-3-(3-methoxypropoxy)benzaldehyde (172900-75-3) → (5S)-6-benzyl-1-tert-butyl-5-isopropyl-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-3-oxohexanedioate (1351987-33-1)

Guidance literature:

Multi-step reaction with 8 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

With hydrogenchloride; lithium aluminium tetrahydride; HLAP; water; hydrogen; triethylamine; 2-amino-2-hydroxymethyl-1,3-propanediol; sodium iodide; lithium diisopropyl amide; 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) → (5S)-6-benzyl-1-tert-butyl-5-isopropyl-2-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-3-oxohexanedioate (1351987-33-1)

Guidance literature:

Multi-step reaction with 4 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

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

upstream raw materials:

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

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

4-methoxy-3-(3-methoxypropoxy)benzaldehyde

(R)--4-(2-(iodomethyl)--3--methylbutyl)--1--methoxy-2--(3--methoxypropoxy)benzene

Downstream raw materials:

(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

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

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