3-((2S,4R)-4-Hydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

Base Information

• Chemical Name: 3-((2S,4R)-4-Hydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS No.: 123538-90-9
• Molecular Formula: C₁₈H₃₂O₃S₂
• Molecular Weight: 360.582
• Mol file: 123538-90-9.mol

Synonyms:

Chemical Property of 3-((2S,4R)-4-Hydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-((2S,4R)-4-Hydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

There total 8 articles about 3-((2S,4R)-4-Hydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 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:

3-((S)-4-Oxo-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (123489-59-8) → 3-((2S,4R)-4-Hydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (123538-90-9) + 3-((2S,4S)-4-Hydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (123538-91-0)

Guidance literature:

With lithium tri-sec-butyl(hydrido)borate; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1021/jo00285a033

Reference yield:

2-<<2-<(menthyloxy)carbonyl>ethyl>thio>thiacyclohexan-4-one (123489-55-4) → 3-((2S,4R)-4-Hydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (123538-90-9) + 3-((2S,4S)-4-Hydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (123538-91-0)

Guidance literature:

With lithium tri-sec-butyl(hydrido)borate; In tetrahydrofuran; at -78 ℃; for 2h; under argon atmosphere;

DOI:10.1021/jo00285a033

Reference yield:

Tetrahydrothiopyran-4-one (1072-72-6) → 3-((2S,4R)-4-Hydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (123538-90-9)

Guidance literature:

Multi-step reaction with 3 steps

1: NCS, pyridine / CH₂Cl₂ / 0 °C

2: i-PrNEt₂ / dimethylformamide / 15 h

3: LS-Selectride / tetrahydrofuran / 2 h / -78 °C

With pyridine; N-chloro-succinimide; N,N-diethyl-N-isopropylamine; lithium tri-sec-butyl(hydrido)borate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00285a033

upstream raw materials:

3-((S)-4-Oxo-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

2-<<2-<(menthyloxy)carbonyl>ethyl>thio>thiacyclohexan-4-one

Tetrahydrothiopyran-4-one

2,3-dihydro-4H-thiopyran-4-one

Downstream raw materials:

3-((2S,4R)-4-Methanesulfonyloxy-tetrahydro-thiopyran-2-ylsulfanyl)-propionic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester