(1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane

Base Information

• Chemical Name: (1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane
• CAS No.: 905454-58-2
• Molecular Formula: C18H19FO5S
• Molecular Weight: 366.41
• Mol file: 905454-58-2.mol

Synonyms:(1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane;(1’S,2R)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane;(1S)-1-[(2S)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-1,2-ethanediol 2-(4-Methylbenzenesulfonate)

Chemical Property of (1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane

Chemical Property:

• PSA: 81.21000
• LogP: 3.67490
• Solubility.: Chloroform, Dichloromethane, Methanol

Purity/Quality:

97% ^*data from raw suppliers

(1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane

There total 3 articles about (1’S,2S)-2-(2’-Tosyl-1’,2’-dihydroxyethyl)-6-fluorochromane 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:

1-[6-fluoro-(2S)-3,4-dihydro-2H-benzopyran-2-yl]-(1S)-1,2-ethylene glycol (905454-57-1) + p-toluenesulfonyl chloride (98-59-9) → (S,S)-(+)-α-[(p-toluenesulfonyloxy)methyl](6-fluoro-2-chromanyl)methanol (905454-58-2)

Guidance literature:

With pyridine; In dichloromethane;

Reference yield:

1-[6-fluoro-(2S)-3,4-dihydro-2H-1-benzopyran-4-one]-(1S)-1,2-ethylene glycol → (S,S)-(+)-α-[(p-toluenesulfonyloxy)methyl](6-fluoro-2-chromanyl)methanol (905454-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid; triethylsilane

2: pyridine / dichloromethane / 48 h / 20 °C

With pyridine; triethylsilane; trifluoroacetic acid; In dichloromethane;

Reference yield:

→ (S,S)-(+)-α-[(p-toluenesulfonyloxy)methyl](6-fluoro-2-chromanyl)methanol (905454-58-2)

Guidance literature:

With di(n-butyl)tin oxide; In toluene; at 20 ℃; for 1h;

With N-ethyl-N,N-diisopropylamine; In toluene; at 20 ℃;

upstream raw materials:

1-[6-fluoro-(2S)-3,4-dihydro-2H-benzopyran-2-yl]-(1S)-1,2-ethylene glycol

p-toluenesulfonyl chloride

Downstream raw materials:

(2S)-6-fluoro-2-[(2S)-oxiran-2-yl]-3,4-dihydro-2H-chromene