((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene

Base Information

• Chemical Name: ((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene
• CAS No.: 293745-33-2
• Molecular Formula: C₁₈H₃₀O₄S
• Molecular Weight: 342.5
• Mol file: 293745-33-2.mol

Synonyms:((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene

Chemical Property of ((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene

There total 6 articles about ((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene 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:

(2S,3R,4R)-3-methoxy-2,4-dimethyl-5-(phenylthio)pentanal → ((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene (293745-33-2)

Guidance literature:

Multi-step reaction with 5 steps

1: ZnI₂ / acetonitrile / 14 h / Ambient temperature

2: DIBA-H / CH₂Cl₂ / 1 h / -78 °C / pH₄ tartaric-buffer work-up

3: PPTS / methanol / 14 h / Ambient temperature

4: 1N TBAF / tetrahydrofuran / 14 h / Ambient temperature

5: KH / tetrahydrofuran / 0.5 h / Ambient temperature

With tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium hydride; diisobutylaluminium hydride; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1016/0040-4039(96)01270-1

Reference yield:

(2R,3R,4R)-3-methoxy-2,4-dimethyl-5-(phenylthio)pentan-1-ol → ((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene (293745-33-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / oxalyl chloride, DMSO, DIPEA / CH₂Cl₂

2: ZnI₂ / acetonitrile / 14 h / Ambient temperature

3: DIBA-H / CH₂Cl₂ / 1 h / -78 °C / pH₄ tartaric-buffer work-up

4: PPTS / methanol / 14 h / Ambient temperature

5: 1N TBAF / tetrahydrofuran / 14 h / Ambient temperature

6: KH / tetrahydrofuran / 0.5 h / Ambient temperature

With oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1016/0040-4039(96)01270-1

Reference yield:

(2R,3S,4R,5R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal → ((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene (293745-33-2)

Guidance literature:

Multi-step reaction with 3 steps

1: PPTS / methanol / 14 h / Ambient temperature

2: 1N TBAF / tetrahydrofuran / 14 h / Ambient temperature

3: KH / tetrahydrofuran / 0.5 h / Ambient temperature

With tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium hydride; In tetrahydrofuran; methanol;

DOI:10.1016/0040-4039(96)01270-1

upstream raw materials:

methyl iodide

Downstream raw materials:

((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexane-1-sulfonyl)-benzene

(2R,3S,4R,5R)-2,4-Dimethoxy-3,5-dimethyl-6-phenylsulfanyl-hexanal