Trans-hydroxy sulfone

Base Information

• Chemical Name: Trans-hydroxy sulfone
• CAS No.: 162490-45-1
• Molecular Formula: C₈H₁₀O₃S₂
• Molecular Weight: 218.298
• Mol file: 162490-45-1.mol

Synonyms:Trans-hydroxy sulfone

Chemical Property of Trans-hydroxy sulfone

Chemical Property:

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trans-hydroxy sulfone

There total 14 articles about Trans-hydroxy sulfone 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: 100.0%

(S)-5,6-dihydro-6-methylthieno<2,3-b>thiopyran-4-one 7,7-dioxide (148719-91-9) → (4R,6S)-4-hydroxy-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran 7,7-dioxide (147086-81-5,147128-77-6,162490-45-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol;

DOI:10.1016/0957-4166(96)00350-3

Reference yield: 95.2%

5,6-dihydro-4-oxo-(S)-6-methyl-thieno[2,3-b]thiopyran-7,7-dioxide (894793-33-0) → 5,6-dihydro-4-hydroxy-(S)-6-methyl-thieno[2,3-b]thiopyran-7,7-dioxide (147086-81-5,147128-77-6,162490-45-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 10 - 20 ℃;

Reference yield: 87.0%

vinyl acetate (108-05-4,9003-20-7) + 4-hydroxy-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran 7,7-dioxide (147086-81-5,147128-77-6,162490-45-1) → (4S,6R)-4-hydroxy-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran 7,7-dioxide (1197375-13-5,147086-81-5,147128-77-6,162490-45-1) + 5,6-dihydro-(R)-4-acetoxy-(S)-6-methyl-4H-thieno<2,3-b>thiopyran 7,7-dioxide (148810-82-6)

Guidance literature:

With lipase PS-D; In acetone; toluene; at 23 - 24 ℃; for 3h; optical yield given as %ee; Resolution of racemate;

DOI:10.1002/ejoc.200900672

upstream raw materials:

5,6-dihydro-(R)-4-hydroxy-(S)-6-methyl-4H-thieno<2,3-b>thiopyran

(S)-5,6-dihydro-6-methylthieno<2,3-b>thiopyran-4-one

(S)-3-(thien-2-ylthio)butyric acid

methyl (S)-3-(thiophen-2-ylthio)butyrate

Downstream raw materials:

5,6-dihydro-(R,S)-4-acetoxy-(S)-6-methyl-4H-thieno<2,3-b>thiopyran 7,7-dioxide

N-(5,6-dihydro-(S)-6-methyl-4H-thieno<2,3-b>thiopyran-4-yl)acetamide 7,7-dioxide

N-(5,6-dihydro-(S)-6-methyl-4H-thieno<2,3-b>thiopyran-(S)-4-yl)acetamide 7,7-dioxide

Refernces

• 1、 -. "PROCESS FOR PREPARING DORZOLAMIDE HYDROCHLORIDE AND ITS INTERMEDIATE". Page/Page column 20; 26. . Retrieved 2010/06/17.
• 2、 Turcu, Mihaela C.,Rantapaju, Maria,Kanerva, Liisa T.. "Applying lipase catalysis to access the enantiomers of dorzolamide intermediates". experimental part. p. 5594 - 5600. Retrieved 2010/03/01.