(1R)-S-ethyl [1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]-thioacetate

Base Information

• Chemical Name: (1R)-S-ethyl [1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]-thioacetate
• CAS No.: 157982-28-0
• Molecular Formula: C₁₅H₂₀O₃S
• Molecular Weight: 280.388
• Mol file: 157982-28-0.mol

Synonyms:(1R)-S-ethyl [1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]-thioacetate

Chemical Property of (1R)-S-ethyl [1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]-thioacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R)-S-ethyl [1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]-thioacetate

There total 6 articles about (1R)-S-ethyl [1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]-thioacetate 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: 86.0%

S-[[(1R)-1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]thioacetyl]-S-propyl[[(1R)-1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]thioacetyl]-S-propanethiosulfinate (199989-09-8) + ethanethiol (75-08-1) → (1R)-S-ethyl [1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]-thioacetate (157982-28-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(97)01010-7

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (1R)-S-ethyl [1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]-thioacetate (157982-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / TsOH / CH₂Cl₂

2: 1.) trifluoroacetic anhydride, pyridine, 2.) aq. LiOH / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) THF, from 0 deg C to RT

With pyridine; lithium hydroxide; toluene-4-sulfonic acid; trifluoroacetic anhydride; In dichloromethane;

DOI:10.1039/c39940001653

Reference yield:

benzaldehyde (100-52-7) → (1R)-S-ethyl [1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]-thioacetate (157982-28-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / NaHMDS, pyridine / tetrahydrofuran

2: 94 percent / TsOH / CH₂Cl₂

3: 1.) trifluoroacetic anhydride, pyridine, 2.) aq. LiOH / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) THF, from 0 deg C to RT

With pyridine; lithium hydroxide; sodium hexamethyldisilazane; toluene-4-sulfonic acid; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c39940001653

upstream raw materials:

(1R)-tetrahydropyran-(2RS)-2-yl [(1R,3R)-1-(1,3-dithiane-1,3-dioxide-2-yl)-1-phenyl]methyl ether

ethanethiol

S-[[(1R)-1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]thioacetyl]-S-propyl[[(1R)-1-phenyl-1-tetrahydropyran-(2RS)-2-yloxy]thioacetyl]-S-propanethiosulfinate

sodium thioethylate

Downstream raw materials:

(S)-2-(2-Hydroxy-2-phenyl-acetylamino)-propionic acid methyl ester

(2R)-methyl N-[(2-hydroxy-2-phenyl)acetyl]-L-alaninate

(R)-Mandelic Acid

O^α-(tetrahydropyran-2-yl)-D-mandelic acid