(1S,2S)-1,2-Diphenyl-2-((2S,3R)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol

Base Information

• Chemical Name: (1S,2S)-1,2-Diphenyl-2-((2S,3R)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol
• CAS No.: 287111-22-2
• Molecular Formula: C₂₅H₂₆O₃Se
• Molecular Weight: 453.44
• Mol file: 287111-22-2.mol

Synonyms:(1S,2S)-1,2-Diphenyl-2-((2S,3R)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol

Chemical Property of (1S,2S)-1,2-Diphenyl-2-((2S,3R)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-1,2-Diphenyl-2-((2S,3R)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol

There total 1 articles about (1S,2S)-1,2-Diphenyl-2-((2S,3R)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol 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: 39.0%

3,4-dihydro-2H-pyran (110-87-2) + Phenylselenyl chloride (5707-04-0) + (S,S)-hydrobenzoin (2325-10-2) → (1S,2S)-1,2-Diphenyl-2-((2S,3R)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol (287111-22-2) + (1S,2S)-1,2-Diphenyl-2-((2R,3S)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1039/a910166g

Reference yield: 99.0%

(1S,2S)-1,2-Diphenyl-2-((2S,3R)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol (287111-22-2) → (1S,2S)-2-[(S)-(5,6-Dihydro-2H-pyran-2-yl)oxy]-1,2-diphenyl-ethanol (287111-24-4)

Guidance literature:

(1S,2S)-1,2-Diphenyl-2-((2S,3R)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol; With sodium periodate; water; sodium hydrogencarbonate; In methanol; at 60 ℃; for 1h;

In tetrachloromethane; for 2h; Further stages.; Heating;

DOI:10.1039/a910166g

Reference yield:

(1S,2S)-1,2-Diphenyl-2-((2S,3R)-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-ethanol (287111-22-2) → (2S,3R)-2-((1S,2S)-2-Hydroxy-1,2-diphenyl-ethoxy)-3,6-dihydro-2H-pyran-3-ol (287111-29-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaIO₄; NaHCO₃; H₂O / methanol / 1 h / 60 °C

1.2: 99 percent / CCl₄ / 2 h / Heating

2.1: 75 percent / dimethyldioxirane / acetone / 1 h / 20 °C

3.1: NaBH₄ / ethanol / 2 h / Heating

4.1: NaIO₄; NaHCO₃; H₂O / methanol / 1 h / 60 °C

4.2: 64 percent / CCl₄ / 2 h / Heating

With sodium tetrahydroborate; sodium periodate; water; 3,3-dimethyldioxirane; sodium hydrogencarbonate; In methanol; ethanol; acetone; 1.1: Oxidation / 1.2: Elimination / 2.1: Epoxidation / 3.1: Substitution / 4.1: Oxidation / 4.2: Elimination;

DOI:10.1039/a910166g

upstream raw materials:

3,4-dihydro-2H-pyran

Phenylselenyl chloride

(S,S)-hydrobenzoin

Downstream raw materials:

(1S,2S)-2-[(S)-(5,6-Dihydro-2H-pyran-2-yl)oxy]-1,2-diphenyl-ethanol

L-(+)-arabinose

(2S,3R)-2-((1S,2S)-2-Hydroxy-1,2-diphenyl-ethoxy)-3,6-dihydro-2H-pyran-3-ol

(1S,2S)-2-[(1R,2S,6R)-(3,7-Dioxa-bicyclo[4.1.0]hept-2-yl)oxy]-1,2-diphenyl-ethanol