Toluene-4-sulfonic acid (2R,3R)-3-pentyl-oxiranylmethyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (2R,3R)-3-pentyl-oxiranylmethyl ester
• CAS No.: 111321-48-3
• Molecular Formula: C₁₅H₂₂O₄S
• Molecular Weight: 298.403
• Mol file: 111321-48-3.mol

Synonyms:Toluene-4-sulfonic acid (2R,3R)-3-pentyl-oxiranylmethyl ester

Chemical Property of Toluene-4-sulfonic acid (2R,3R)-3-pentyl-oxiranylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (2R,3R)-3-pentyl-oxiranylmethyl ester

There total 1 articles about Toluene-4-sulfonic acid (2R,3R)-3-pentyl-oxiranylmethyl 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: 100.0%

(2R,3R)-2,3-epoxy-1-octanol (97589-09-8) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid (2R,3R)-3-pentyl-oxiranylmethyl ester (111321-48-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at -10 ℃;

DOI:10.1021/jo00055a029

Reference yield: 95.0%

Toluene-4-sulfonic acid (2R,3R)-3-pentyl-oxiranylmethyl ester (111321-48-3) → (R)-1-octene-3-ol (3391-86-4,3687-48-7,24587-53-9,50999-79-6)

Guidance literature:

With sodium hydroxide; tellurium; sodium formaldehyde sulfoxylate; In tetrahydrofuran; for 6h; Ambient temperature;

DOI:10.1021/jo00055a029

Reference yield:

Toluene-4-sulfonic acid (2R,3R)-3-pentyl-oxiranylmethyl ester (111321-48-3) → (S)-oct-1-en-3-ol (3391-86-4,3687-48-7,50999-79-6,24587-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / NaI / acetone / 3 h

2: powdered Zn / methanol / 3 h / Heating

With sodium iodide; zinc; In methanol; acetone;

upstream raw materials:

(2R,3R)-2,3-epoxy-1-octanol

p-toluenesulfonyl chloride

Downstream raw materials:

(R)-1-octene-3-ol

(S)-oct-1-en-3-ol

Refernces

• 1、 Corey, L. D.,Singh, S. M.,Oehlschlager, A. C.. "A NOVEL REACTION OF α-HALOEPOXIDES WITH TRIALKYLSTANNATES". . p. 1821 - 1827. Retrieved 2007/10/02.