(R)-((2S,3R)-2-Ethyl-5-oxo-4-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid methyl ester

Base Information

• Chemical Name: (R)-((2S,3R)-2-Ethyl-5-oxo-4-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid methyl ester
• CAS No.: 104206-44-2
• Molecular Formula: C₂₁H₃₂O₅SSi
• Molecular Weight: 424.634
• Mol file: 104206-44-2.mol

Synonyms:

Chemical Property of (R)-((2S,3R)-2-Ethyl-5-oxo-4-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-((2S,3R)-2-Ethyl-5-oxo-4-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid methyl ester

There total 6 articles about (R)-((2S,3R)-2-Ethyl-5-oxo-4-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid methyl 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:

(2α,3β(R*))-(+/-)-2-Ethyltetrahydro-4-methylene-α-<2-(trimethylsilyl)ethoxy>-5-oxo-3-furanacetic acid (104206-42-0) → (2α,3β(R*))-(+/-)-2-Ethyltetrahydro-α-<2-(trimethylsilyl)ethoxy>-5-oxo-4-<(phenylthio)methyl>-3-furanacetic acid methyl ester (104206-43-1,104206-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOEt / 1.) EtOH, 25 deg C, 10 min, 2.) 0 deg C, 10 min, then 25 deg C, 1 h

2: diethyl ether

With sodium ethanolate; In diethyl ether;

DOI:10.1021/jo00034a009

Reference yield:

thiophenol (108-98-5) → (2α,3β(R*))-(+/-)-2-Ethyltetrahydro-α-<2-(trimethylsilyl)ethoxy>-5-oxo-4-<(phenylthio)methyl>-3-furanacetic acid methyl ester (104206-43-1,104206-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOEt / 1.) EtOH, 25 deg C, 10 min, 2.) 0 deg C, 10 min, then 25 deg C, 1 h

2: diethyl ether

With sodium ethanolate; In diethyl ether;

DOI:10.1021/jo00034a009

Reference yield:

thiophenol (108-98-5) → (R)-((2S,3R)-2-Ethyl-5-oxo-4-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid methyl ester (104206-43-1,104206-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOEt / 1.) EtOH, 25 deg C, 10 min, 2.) 0 deg C, 10 min, then 25 deg C, 1 h

2: diethyl ether

With sodium ethanolate; In diethyl ether;

DOI:10.1021/jo00034a009

upstream raw materials:

diazomethane

(2α,3β(R^*))-(+/-)-2-Ethyltetrahydro-4-methylene-α-<2-(trimethylsilyl)ethoxy>-5-oxo-3-furanacetic acid

thiophenol

sodium thiophenolate

Downstream raw materials:

(2α,3β(R^*),4α)-(+/-)-2-Ethyltetrahydro-α-hydroxy-5-oxo-4-<(phenylthio)methyl>-3-furanacetic acid methyl ester

(2α,3β(R^*),4β)-(+/-)-2-Ethyltetrahydro-α-hydroxy-5-oxo-4-<(phenylthio)methyl>-3-furanacetic acid methyl ester

(+/-)-ethisolide

(3α,3aα,4β,6aα)-(+/-)-4-Ethyldihydro-3-<(phenylthio)methyl>furo<3,4-b>furan-2,6(3H,4H)-dione