Benzene, [(1S)-1-[[(1R,6S)-6-(phenylmethoxy)-2-cyclohexen-1-yl]oxy]-2-(phenylsel eno)ethyl]-

Base Information

• Chemical Name: Benzene, [(1S)-1-[[(1R,6S)-6-(phenylmethoxy)-2-cyclohexen-1-yl]oxy]-2-(phenylsel eno)ethyl]-
• CAS No.: 849596-69-6
• Molecular Formula: C27H28O2Se
• Molecular Weight: 463.478
• Mol file: 849596-69-6.mol

Synonyms:

Chemical Property of Benzene, [(1S)-1-[[(1R,6S)-6-(phenylmethoxy)-2-cyclohexen-1-yl]oxy]-2-(phenylsel eno)ethyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzene, [(1S)-1-[[(1R,6S)-6-(phenylmethoxy)-2-cyclohexen-1-yl]oxy]-2-(phenylsel eno)ethyl]-

There total 7 articles about Benzene, [(1S)-1-[[(1R,6S)-6-(phenylmethoxy)-2-cyclohexen-1-yl]oxy]-2-(phenylsel eno)ethyl]- 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: 79.0%

(1S,2R,1'S)-2-(1-phenyl-2-phenylselanyl-ethoxy)-cyclohex-3-enol (849596-68-5) + benzyl bromide (100-39-0) → C27H28O2Se (849596-69-6)

Guidance literature:

(1S,2R,1'S)-2-(1-phenyl-2-phenylselanyl-ethoxy)-cyclohex-3-enol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 ℃; for 12h;

DOI:10.1016/j.tet.2005.01.003

Reference yield:

(1S,3S,4R)-3-phenyl-4a,7,8,8a-tetrahydro-benzo[1,4]dioxin-2-one (849596-59-4) → C27H28O2Se (849596-69-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 77 percent / NaBH₄ / 1,2-dimethoxy-ethane / 1 h / 20 °C

2.1: 93 percent / TEA; DMAP / CH₂Cl₂ / 1 h / 0 °C

3.1: 90 percent / NaBH₄ / ethanol / 3 h / 70 °C

4.1: NaH / dimethylformamide / 0.5 h / 0 °C

4.2: 79 percent / dimethylformamide / 12 h / 0 °C

With dmap; sodium tetrahydroborate; TEA; sodium hydride; In 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.01.003

Reference yield:

(1S,2R,1'S)-2-(2-hydroxy-1-phenyl-ethoxy)-cyclohex-3-enol (849596-65-2) → C27H28O2Se (849596-69-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 93 percent / TEA; DMAP / CH₂Cl₂ / 1 h / 0 °C

2.1: 90 percent / NaBH₄ / ethanol / 3 h / 70 °C

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 79 percent / dimethylformamide / 12 h / 0 °C

With dmap; sodium tetrahydroborate; TEA; sodium hydride; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.01.003

upstream raw materials:

(1S,2R,1'S)-2-(1-phenyl-2-phenylselanyl-ethoxy)-cyclohex-3-enol

benzyl bromide

(1S,3S,4R)-3-phenyl-4a,7,8,8a-tetrahydro-benzo[1,4]dioxin-2-one

(1S,2R,1'S)-2-(2-hydroxy-1-phenyl-ethoxy)-cyclohex-3-enol

Downstream raw materials:

(1R,6S)-(6-benzyloxy-cyclohex-2-enyloxy)-tert-butyl-diphenylsilane

(1S,5S,6R)-5-benzyloxy-6-(tert-butyl-diphenylsilanyloxy)-cyclohex-2-enol

(1S,2S,3S,6S)-(3-benzyloxy-7-oxa-bicyclo[4,1,0]-hept-2-yloxy)-tert-butyl-diphenyl-silane

(1R,2R,3S,4R,5S)-5-benzyloxy-4-(tert-butyl-diphenylsilanyloxy)-cyclohexane-1,2,3-triol