11-(benzyloxy)-9-(ethylthio)-3-(1-hydroxy-3,3-dimethylbutyl)-4-methoxydibenzo-[b,g][1,5]-dioxocin-5(7H)-one

Base Information

• Chemical Name: 11-(benzyloxy)-9-(ethylthio)-3-(1-hydroxy-3,3-dimethylbutyl)-4-methoxydibenzo-[b,g][1,5]-dioxocin-5(7H)-one
• CAS No.: 1438868-59-7
• Molecular Formula: C₃₀H₃₄O₆S
• Molecular Weight: 522.662
• Mol file: 1438868-59-7.mol

Synonyms:11-(benzyloxy)-9-(ethylthio)-3-(1-hydroxy-3,3-dimethylbutyl)-4-methoxydibenzo-[b,g][1,5]-dioxocin-5(7H)-one

Chemical Property of 11-(benzyloxy)-9-(ethylthio)-3-(1-hydroxy-3,3-dimethylbutyl)-4-methoxydibenzo-[b,g][1,5]-dioxocin-5(7H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11-(benzyloxy)-9-(ethylthio)-3-(1-hydroxy-3,3-dimethylbutyl)-4-methoxydibenzo-[b,g][1,5]-dioxocin-5(7H)-one

There total 15 articles about 11-(benzyloxy)-9-(ethylthio)-3-(1-hydroxy-3,3-dimethylbutyl)-4-methoxydibenzo-[b,g][1,5]-dioxocin-5(7H)-one 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: 68.0%

11-(benzyloxy)-9-(ethylthio)-4-methoxy-5-oxo-5,7-dihydrodibenzo[b,g][1,5]dioxocine-3-carbaldehyde (1438868-52-0) → 11-(benzyloxy)-9-(ethylthio)-3-(1-hydroxy-3,3-dimethylbutyl)-4-methoxydibenzo-[b,g][1,5]-dioxocin-5(7H)-one (1438868-59-7)

Guidance literature:

In tetrahydrofuran; at -10 ℃; for 1h; Inert atmosphere;

DOI:10.1002/cjoc.201200977

Reference yield:

C17H18O3S → 11-(benzyloxy)-9-(ethylthio)-3-(1-hydroxy-3,3-dimethylbutyl)-4-methoxydibenzo-[b,g][1,5]-dioxocin-5(7H)-one (1438868-59-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: N,N-dimethyl-formamide / 25 °C / Inert atmosphere

2.1: water; hydrogenchloride / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

3.1: toluene-4-sulfonic acid / dichloromethane / 0.25 h / -10 °C / Inert atmosphere

3.2: 25 °C / Inert atmosphere

4.1: copper; copper(II) oxide; dmap / acetonitrile / Inert atmosphere; Reflux

5.1: toluene-4-sulfonic acid / water; isopropyl alcohol / 12 h / Inert atmosphere; Reflux

6.1: toluene-4-sulfonic acid / 1 h / 20 °C / Inert atmosphere; Reflux

7.1: alkaline hydroxide / 12 h / Inert atmosphere; Reflux

7.2: pH 3-4 / Inert atmosphere

8.1: triethylamine; 2-chloro-1-methyl-pyridinium iodide / acetonitrile / 13 h / 80 °C / Inert atmosphere

9.1: tetrahydrofuran / 1 h / -10 °C / Inert atmosphere

With hydrogenchloride; dmap; 2-chloro-1-methyl-pyridinium iodide; water; copper; toluene-4-sulfonic acid; triethylamine; copper(II) oxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;

DOI:10.1002/cjoc.201200977

Reference yield:

C19H22O3S → 11-(benzyloxy)-9-(ethylthio)-3-(1-hydroxy-3,3-dimethylbutyl)-4-methoxydibenzo-[b,g][1,5]-dioxocin-5(7H)-one (1438868-59-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: water; hydrogenchloride / tetrahydrofuran / 2 h / Inert atmosphere; Reflux

2.1: toluene-4-sulfonic acid / dichloromethane / 0.25 h / -10 °C / Inert atmosphere

2.2: 25 °C / Inert atmosphere

3.1: copper; copper(II) oxide; dmap / acetonitrile / Inert atmosphere; Reflux

4.1: toluene-4-sulfonic acid / water; isopropyl alcohol / 12 h / Inert atmosphere; Reflux

5.1: toluene-4-sulfonic acid / 1 h / 20 °C / Inert atmosphere; Reflux

6.1: alkaline hydroxide / 12 h / Inert atmosphere; Reflux

6.2: pH 3-4 / Inert atmosphere

7.1: triethylamine; 2-chloro-1-methyl-pyridinium iodide / acetonitrile / 13 h / 80 °C / Inert atmosphere

8.1: tetrahydrofuran / 1 h / -10 °C / Inert atmosphere

With hydrogenchloride; dmap; 2-chloro-1-methyl-pyridinium iodide; water; copper; toluene-4-sulfonic acid; triethylamine; copper(II) oxide; In tetrahydrofuran; dichloromethane; water; isopropyl alcohol; acetonitrile;

DOI:10.1002/cjoc.201200977

upstream raw materials:

2-(benzyloxy)-6-(hydroxymethyl)-4-iodophenol

8-(benzyloxy)-6-iodo-2,2-dimethyl-2,4-dihydro-1,3-benzodioxine

2-(benzyloxy)-4-(ethylthio)-6-(hydroxymethyl)phenol

3-benzyloxy-2-hydroxybenzaldehyde

Downstream raw materials:

11-(benzyloxy)-9-(ethylsulfonyl)-3-(1-hydroxy-3,3-dimethylbutyl)-4-methoxydibenzo[b,g][1,5]dioxocin-5(7H)-one