O-(1S,2S,4R)-4-hydroxy-2-[2-methoxy-4-(2-methyloctan-2-yl)phenyl]cyclohexyl S-methyl carbonodithioate

Base Information

• Chemical Name: O-(1S,2S,4R)-4-hydroxy-2-[2-methoxy-4-(2-methyloctan-2-yl)phenyl]cyclohexyl S-methyl carbonodithioate
• CAS No.: 1374219-27-8
• Molecular Formula: C₂₄H₃₈O₃S₂
• Molecular Weight: 438.696
• Mol file: 1374219-27-8.mol

Synonyms:O-(1S,2S,4R)-4-hydroxy-2-[2-methoxy-4-(2-methyloctan-2-yl)phenyl]cyclohexyl S-methyl carbonodithioate

Chemical Property of O-(1S,2S,4R)-4-hydroxy-2-[2-methoxy-4-(2-methyloctan-2-yl)phenyl]cyclohexyl S-methyl carbonodithioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(1S,2S,4R)-4-hydroxy-2-[2-methoxy-4-(2-methyloctan-2-yl)phenyl]cyclohexyl S-methyl carbonodithioate

There total 12 articles about O-(1S,2S,4R)-4-hydroxy-2-[2-methoxy-4-(2-methyloctan-2-yl)phenyl]cyclohexyl S-methyl carbonodithioate 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: 90.0%

O-(1S,2S)-2-[2-methoxy-4-(2-methyloctan-2-yl)phenyl]-4-oxocyclohexyl S-methyl carbonodithioate (1374219-26-7) → O-(1S,2S,4R)-4-hydroxy-2-[2-methoxy-4-(2-methyloctan-2-yl)phenyl]cyclohexyl S-methyl carbonodithioate (1374219-27-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -78 - 20 ℃; for 0.5h;

DOI:10.1002/adsc.201100898

Reference yield:

1,4-dioxa-spiro[4.5]dec-6-en-8-one (4683-24-3) → O-(1S,2S,4R)-4-hydroxy-2-[2-methoxy-4-(2-methyloctan-2-yl)phenyl]cyclohexyl S-methyl carbonodithioate (1374219-27-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: dmap; iodine; potassium carbonate / tetrahydrofuran; water / 2 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium chloride / 1,2-dimethoxyethane; water / 12 h / 80 °C / Inert atmosphere

3.1: 5%-palladium/activated carbon; hydrogen / ethanol / 3 h / 30 °C / 760.05 Torr

4.1: C₅₅H₅₀Cl₂N₂P₂Ru; potassium tert-butylate; hydrogen / isopropyl alcohol / 12 h / 20 °C / 38002.6 Torr / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

5.2: 0.75 h / 20 °C

5.3: 0.75 h / 20 °C

6.1: hydrogenchloride / tetrahydrofuran; water / 36 h / 20 °C

7.1: sodium tetrahydroborate / methanol / 0.5 h / -78 - 20 °C

With hydrogenchloride; dmap; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 5%-palladium/activated carbon; C₅₅H₅₀Cl₂N₂P₂Ru; potassium tert-butylate; hydrogen; iodine; sodium hydride; sodium carbonate; potassium carbonate; lithium chloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; isopropyl alcohol; 2.1: Suzuki coupling;

DOI:10.1002/adsc.201100898

Reference yield:

1-(1,1-dimethylheptyl)-3-methoxybenzene (866398-21-2) → O-(1S,2S,4R)-4-hydroxy-2-[2-methoxy-4-(2-methyloctan-2-yl)phenyl]cyclohexyl S-methyl carbonodithioate (1374219-27-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: bromine / acetic acid / 4 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 - -30 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium chloride / 1,2-dimethoxyethane; water / 12 h / 80 °C / Inert atmosphere

4.1: 5%-palladium/activated carbon; hydrogen / ethanol / 3 h / 30 °C / 760.05 Torr

5.1: C₅₅H₅₀Cl₂N₂P₂Ru; potassium tert-butylate; hydrogen / isopropyl alcohol / 12 h / 20 °C / 38002.6 Torr / Inert atmosphere

6.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

6.2: 0.75 h / 20 °C

6.3: 0.75 h / 20 °C

7.1: hydrogenchloride / tetrahydrofuran; water / 36 h / 20 °C

8.1: sodium tetrahydroborate / methanol / 0.5 h / -78 - 20 °C

With hydrogenchloride; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 5%-palladium/activated carbon; C₅₅H₅₀Cl₂N₂P₂Ru; potassium tert-butylate; hydrogen; bromine; sodium hydride; sodium carbonate; lithium chloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; acetic acid; isopropyl alcohol; 3.1: Suzuki coupling;

DOI:10.1002/adsc.201100898

upstream raw materials:

1,4-dioxa-spiro[4.5]dec-6-en-8-one

2-methoxy-4-(2-methyloctan-2-yl)phenylboronic acid

7-iodo-1,4-dioxaspiro[4.5]dec-6-en-8-one

7-(2-methoxy-4-(2-methyloctan-2-yl)phenyl)-1,4-dioxaspiro[4.5]dec-6-en-8-one

Downstream raw materials:

(1R,3R,4R)-3-[4-(1,1-dimethylheptyl)-2-methoxyphenyl]-4-(3-hydroxypropyl)cyclohexanol

C₂₂H₃₆O₂

C₂₅H₄₀O₂

Refernces