(4aS,6aR,10aR,10bS)-4a,7,7,10a-Tetramethyl-3-((R)-toluene-4-sulfinylmethyl)-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromene

Base Information

• Chemical Name: (4aS,6aR,10aR,10bS)-4a,7,7,10a-Tetramethyl-3-((R)-toluene-4-sulfinylmethyl)-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromene
• CAS No.: 136778-14-8
• Molecular Formula: C₂₅H₃₆O₂S
• Molecular Weight: 400.626
• Mol file: 136778-14-8.mol

Synonyms:

Chemical Property of (4aS,6aR,10aR,10bS)-4a,7,7,10a-Tetramethyl-3-((R)-toluene-4-sulfinylmethyl)-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aS,6aR,10aR,10bS)-4a,7,7,10a-Tetramethyl-3-((R)-toluene-4-sulfinylmethyl)-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromene

There total 3 articles about (4aS,6aR,10aR,10bS)-4a,7,7,10a-Tetramethyl-3-((R)-toluene-4-sulfinylmethyl)-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromene 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:

farnesyl bromide (24163-93-7,24163-94-8,56881-57-3,6874-67-5,28290-41-7) → (4aS,6aR,10aR,10bS)-4a,7,7,10a-Tetramethyl-3-((R)-toluene-4-sulfinylmethyl)-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromene (136778-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, from -78 deg C to -20 deg C

2: SnCl₄ / toluene / 5 h / Ambient temperature

With tin(IV) chloride; lithium diisopropyl amide; In toluene;

DOI:10.1039/c39910001173

Reference yield:

(+)-(R)-1-(p-tolylsulfinyl)-2-propanone (66536-78-5) → (4aS,6aR,10aR,10bS)-4a,7,7,10a-Tetramethyl-3-((R)-toluene-4-sulfinylmethyl)-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromene (136778-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, from -78 deg C to -20 deg C

2: SnCl₄ / toluene / 5 h / Ambient temperature

With tin(IV) chloride; lithium diisopropyl amide; In toluene;

DOI:10.1039/c39910001173

Reference yield:

(5E,9E)-6,10,14-Trimethyl-1-((R)-toluene-4-sulfinyl)-pentadeca-5,9,13-trien-2-one (136680-15-4) → (4aS,6aR,10aR,10bS)-4a,7,7,10a-Tetramethyl-3-((R)-toluene-4-sulfinylmethyl)-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromene (136778-14-8) + (4aR,6aS,10aS,10bR)-4a,7,7,10a-Tetramethyl-3-((R)-toluene-4-sulfinylmethyl)-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromene (136680-13-2)

Guidance literature:

With tin(IV) chloride; In toluene; for 5h; Yield given; Ambient temperature;

DOI:10.1039/c39910001173

upstream raw materials:

(5E,9E)-6,10,14-Trimethyl-1-((R)-toluene-4-sulfinyl)-pentadeca-5,9,13-trien-2-one

farnesyl bromide

(+)-(R)-1-(p-tolylsulfinyl)-2-propanone