Oxepane, 2-[(4-fluorophenoxy)methyl]-7-(phenylsulfonyl)-, (2S)-

Base Information

• Chemical Name: Oxepane, 2-[(4-fluorophenoxy)methyl]-7-(phenylsulfonyl)-, (2S)-
• CAS No.: 253867-13-9
• Molecular Formula: C19H21FO4S
• Molecular Weight: 364.438
• Mol file: 253867-13-9.mol

Synonyms:

Chemical Property of Oxepane, 2-[(4-fluorophenoxy)methyl]-7-(phenylsulfonyl)-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxepane, 2-[(4-fluorophenoxy)methyl]-7-(phenylsulfonyl)-, (2S)-

There total 5 articles about Oxepane, 2-[(4-fluorophenoxy)methyl]-7-(phenylsulfonyl)-, (2S)- 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: 80.8%

Benzenesulfinic acid (618-41-7) + (S)-7-(4-fluorophenoxy)-6-hydroxyheptanal (253867-12-8) → (7S)-2-(benzenesulfonyl)-7-(4-fluorophenoxymethyl)oxepane (253867-13-9)

Guidance literature:

With calcium chloride; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.tetasy.2005.01.024

Reference yield:

sodium benzenesulfonate (873-55-2) + Benzenesulfinic acid (618-41-7) + (S)-7-(4-fluorophenoxy)-6-hydroxyheptanal (253867-12-8) → (7S)-2-(benzenesulfonyl)-7-(4-fluorophenoxymethyl)oxepane (253867-13-9)

Guidance literature:

With hydrogenchloride; CaCl₂; In dichloromethane;

Reference yield:

(2S)-2-[(4-fluorophenoxy)methyl]oxirane (104605-98-3) → (7S)-2-(benzenesulfonyl)-7-(4-fluorophenoxymethyl)oxepane (253867-13-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: magnesium; 1,2-dibromoethane / tetrahydrofuran / 1 h / 20 °C

1.2: 73 percent / cuprous cyanide / tetrahydrofuran / 0.25 h / cooling

2.1: 93 percent / hydrogen / Pd-C / ethanol / 3 h

3.1: 62 percent / 2-iodoxy benzoic acid / tetrahydrofuran; dimethylsulfoxide / 0.5 h / 0 - 20 °C

4.1: 80.8 percent / CaCl₂ / CH₂Cl₂ / 3 h / 0 - 20 °C

With 2-iodoxybenzoic acid; hydrogen; magnesium; ethylene dibromide; calcium chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/j.tetasy.2005.01.024

upstream raw materials:

Benzenesulfinic acid

(S)-7-(4-fluorophenoxy)-6-hydroxyheptanal

(2S)-2-[(4-fluorophenoxy)methyl]oxirane

(S)-7-(4-fluorophenoxy)heptan-1,6-diol

Downstream raw materials:

(2S,7S)-7-(4-fluorophenoxymethyl)-2-(1-hydroxy-3-butyn-4-yl)oxepane

(2S,7S)-7-(4-fluorophenoxymethyl)-2-[N,O-bis(phenoxycarbonyl)-3-butyn-4-yl]oxepane