1-{(R)-[(1S,2R)-2-(benzyloxymethyl)-1-chloro-2-methylcyclopropyl]sulfinyl}-4-methylbenzene

Base Information

• Chemical Name: 1-{(R)-[(1S,2R)-2-(benzyloxymethyl)-1-chloro-2-methylcyclopropyl]sulfinyl}-4-methylbenzene
• CAS No.: 1356563-74-0
• Molecular Formula: C₁₉H₂₁ClO₂S
• Molecular Weight: 348.894
• Mol file: 1356563-74-0.mol

Synonyms:1-{(R)-[(1S,2R)-2-(benzyloxymethyl)-1-chloro-2-methylcyclopropyl]sulfinyl}-4-methylbenzene

Chemical Property of 1-{(R)-[(1S,2R)-2-(benzyloxymethyl)-1-chloro-2-methylcyclopropyl]sulfinyl}-4-methylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{(R)-[(1S,2R)-2-(benzyloxymethyl)-1-chloro-2-methylcyclopropyl]sulfinyl}-4-methylbenzene

There total 3 articles about 1-{(R)-[(1S,2R)-2-(benzyloxymethyl)-1-chloro-2-methylcyclopropyl]sulfinyl}-4-methylbenzene 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:

C12H15ClO2S + benzyl bromide (100-39-0) → 1-{(R)-[(1S,2R)-2-(benzyloxymethyl)-1-chloro-2-methylcyclopropyl]sulfinyl}-4-methylbenzene (1356563-74-0)

Guidance literature:

With sodium hydride; sodium iodide; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2011.11.085

Reference yield:

(-)-(R)-dichloromethyl p-tolyl sulfoxide (123849-08-1) → 1-{(R)-[(1S,2R)-2-(benzyloxymethyl)-1-chloro-2-methylcyclopropyl]sulfinyl}-4-methylbenzene (1356563-74-0)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium diisopropyl amide / tetrahydrofuran / -85 - 20 °C / Inert atmosphere

2: sodium tetrahydroborate / tetrahydrofuran; methanol / 2.08 h / Inert atmosphere; Reflux

3: sodium hydride; sodium iodide / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

With sodium tetrahydroborate; sodium hydride; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.tet.2011.11.085

Reference yield:

(1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate (1356563-72-8) → 1-{(R)-[(1S,2R)-2-(benzyloxymethyl)-1-chloro-2-methylcyclopropyl]sulfinyl}-4-methylbenzene (1356563-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2.08 h / Inert atmosphere; Reflux

2: sodium hydride; sodium iodide / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

With sodium tetrahydroborate; sodium hydride; sodium iodide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.tet.2011.11.085

upstream raw materials:

(-)-(R)-dichloromethyl p-tolyl sulfoxide

benzyl bromide

(1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate