(1S,4S,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,4,6,7,7a-hexahydro-inden-5-one

Base Information

• Chemical Name: (1S,4S,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,4,6,7,7a-hexahydro-inden-5-one
• CAS No.: 194931-04-9
• Molecular Formula: C₂₃H₃₀O₃S
• Molecular Weight: 386.555
• Mol file: 194931-04-9.mol

Synonyms:(1S,4S,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,4,6,7,7a-hexahydro-inden-5-one

Chemical Property of (1S,4S,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,4,6,7,7a-hexahydro-inden-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4S,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,4,6,7,7a-hexahydro-inden-5-one

There total 3 articles about (1S,4S,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,4,6,7,7a-hexahydro-inden-5-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: 81.0%

iodomethyl phenyl sulfide (51849-22-0) + (1S,7aS)-4,7a-Dimethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,3,6,7,7a-hexahydro-inden-5-one → (1S,4S,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,4,6,7,7a-hexahydro-inden-5-one (194931-04-9)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; 1.) 0 deg C, 2.) -78 deg C, 30 min;

DOI:10.1039/a703164e

Reference yield:

phenylthiomethyl chloride (7205-91-6) → (1S,4S,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,4,6,7,7a-hexahydro-inden-5-one (194931-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaI / acetone / 2 h / 25 °C

2: KOBu-t / tetrahydrofuran / 1.) 0 deg C, 45 min, 2.) -78 deg C

With potassium tert-butylate; sodium iodide; In tetrahydrofuran; acetone;

DOI:10.1002/(SICI)1521-3765(19980807)4:8<1480::AID-CHEM1480>3.0.CO;2-6

Reference yield:

iodomethyl phenyl sulfide (51849-22-0) + (1S,7aS)-4,7a-Dimethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,3,6,7,7a-hexahydro-inden-5-one → (1S,4S,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,4,6,7,7a-hexahydro-inden-5-one (194931-04-9) + (1S,4R,7aS)-4,7a-Dimethyl-4-phenylsulfanylmethyl-1-(tetrahydro-pyran-2-yloxy)-1,2,4,6,7,7a-hexahydro-inden-5-one

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; Yield given. Yields of byproduct given; 1.) 0 deg C, 45 min, 2.) -78 deg C;

DOI:10.1002/(SICI)1521-3765(19980807)4:8<1480::AID-CHEM1480>3.0.CO;2-6

upstream raw materials:

iodomethyl phenyl sulfide

phenylthiomethyl chloride

Downstream raw materials:

(1S,4S,7aS)-1-Hydroxy-4,7a-dimethyl-4-phenylsulfanylmethyl-1,2,4,6,7,7a-hexahydro-inden-5-one

Acetic acid ((4R,7aR)-4,7a-dimethyl-5,6,7,7a-tetrahydro-4H-inden-4-yl)-phenylsulfanyl-methyl ester

C₂₁H₃₀N₂O₃S