Ethanesulfinic acid (S)-2-hydroxy-1,1-diphenyl-propyl ester

Base Information

• Chemical Name: Ethanesulfinic acid (S)-2-hydroxy-1,1-diphenyl-propyl ester
• CAS No.: 126494-95-9
• Molecular Formula: C₁₇H₂₀O₃S
• Molecular Weight: 304.41
• Mol file: 126494-95-9.mol

Synonyms:Ethanesulfinic acid (S)-2-hydroxy-1,1-diphenyl-propyl ester

Chemical Property of Ethanesulfinic acid (S)-2-hydroxy-1,1-diphenyl-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethanesulfinic acid (S)-2-hydroxy-1,1-diphenyl-propyl ester

There total 4 articles about Ethanesulfinic acid (S)-2-hydroxy-1,1-diphenyl-propyl 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: 80.0%

ethylmagnesium bromide (925-90-6) + (2R,5S)-trans-4,4-diphenyl-5-methyl-1,3,2-dioxathiolane 2-oxide (126577-49-9) → Ethanesulfinic acid (S)-2-hydroxy-1,1-diphenyl-propyl ester (126494-95-9) + Ethanesulfinic acid (S)-2-hydroxy-1-methyl-2,2-diphenyl-ethyl ester (126494-98-2)

Guidance literature:

In tetrahydrofuran; at -78 ℃; Yields of byproduct given;

DOI:10.1021/jo00021a008

Reference yield: 57.0%

ethylmagnesium bromide (925-90-6) + (2R,5S)-trans-4,4-diphenyl-5-methyl-1,3,2-dioxathiolane 2-oxide (126577-49-9) → Ethanesulfinic acid (S)-1-methyl-2,2-diphenyl-ethyl ester + Ethanesulfinic acid (S)-2-hydroxy-1,1-diphenyl-propyl ester (126494-95-9)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 1h; Yield given;

DOI:10.1016/S0040-4039(01)80475-5

Reference yield:

(S)-1,1-diphenyl-1,2-propanediol (46755-94-6) → Ethanesulfinic acid (S)-2-hydroxy-1,1-diphenyl-propyl ester (126494-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / SOCl₂, triethylamine / CH₂Cl₂ / -40 °C

2: 80 percent / tetrahydrofuran / -78 °C

With thionyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00021a008

upstream raw materials:

ethylmagnesium bromide

(2R,5S)-trans-4,4-diphenyl-5-methyl-1,3,2-dioxathiolane 2-oxide

(S)-1,1-diphenyl-1,2-propanediol

Downstream raw materials:

(R)-((ethylsulfinyl)methyl)benzene

(R)-ethyl phenyl sulfoxide