Silane, (1,1-dimethylethyl)diphenyl[[1-[2-(phenylmethoxy)ethyl]-5-hexenyl]oxy]-, (R)-

Base Information

• Chemical Name: Silane, (1,1-dimethylethyl)diphenyl[[1-[2-(phenylmethoxy)ethyl]-5-hexenyl]oxy]-, (R)-
• CAS No.: 106064-59-9
• Molecular Formula: C31H40O2Si
• Molecular Weight: 472.743
• Mol file: 106064-59-9.mol

Synonyms:

Chemical Property of Silane, (1,1-dimethylethyl)diphenyl[[1-[2-(phenylmethoxy)ethyl]-5-hexenyl]oxy]-, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Silane, (1,1-dimethylethyl)diphenyl[[1-[2-(phenylmethoxy)ethyl]-5-hexenyl]oxy]-, (R)-

There total 9 articles about Silane, (1,1-dimethylethyl)diphenyl[[1-[2-(phenylmethoxy)ethyl]-5-hexenyl]oxy]-, (R)- 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:

[(S)-1-(2-Benzyloxy-ethyl)-3-iodo-hex-5-enyloxy]-tert-butyl-diphenyl-silane (106064-57-7,106064-58-8) → [(R)-1-(2-Benzyloxy-ethyl)-hex-5-enyloxy]-tert-butyl-diphenyl-silane (106064-59-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 3h; Yield given;

DOI:10.1021/jo00378a007

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → [(R)-1-(2-Benzyloxy-ethyl)-hex-5-enyloxy]-tert-butyl-diphenyl-silane (106064-59-9)

Guidance literature:

Multi-step reaction with 9 steps

2: 70 percent / sucrose, yeast extract, bakers' yeast / H₂O / 20 h / 35 °C / other 5-alkoxy-3-oxopentanoates; enantiomeric composition in reaction product

3: imidazole, 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h

4: LiBH₄ / tetrahydrofuran / 24 h / 60 °C

5: NaOAc, 2,2'-bipyridinium chlorochromate / CH₂Cl₂ / 5 h

6: tetrahydrofuran / 0.5 h

7: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

8: LiI / tetrahydrofuran / 16 h / 55 °C

9: tributyltin hydride, 2,2'-azobis(2-methylpropionitrile) / toluene / 3 h / 80 °C

With 1H-imidazole; dmap; lithium borohydride; 2,2'-azobis(isobutyronitrile); bakers' yeast; tri-n-butyl-tin hydride; sodium acetate; triethylamine; 2,2'-bipyridinium chlorochromate; lithium iodide; yeast extract; Sucrose; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1021/jo00378a007

Reference yield:

isobutyl 5-(benzyloxy)-3-hydroxypentanoate (106064-44-2) → [(R)-1-(2-Benzyloxy-ethyl)-hex-5-enyloxy]-tert-butyl-diphenyl-silane (106064-59-9)

Guidance literature:

Multi-step reaction with 7 steps

1: imidazole, 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h

2: LiBH₄ / tetrahydrofuran / 24 h / 60 °C

3: NaOAc, 2,2'-bipyridinium chlorochromate / CH₂Cl₂ / 5 h

4: tetrahydrofuran / 0.5 h

5: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

6: LiI / tetrahydrofuran / 16 h / 55 °C

7: tributyltin hydride, 2,2'-azobis(2-methylpropionitrile) / toluene / 3 h / 80 °C

With 1H-imidazole; dmap; lithium borohydride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium acetate; triethylamine; 2,2'-bipyridinium chlorochromate; lithium iodide; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jo00378a007

upstream raw materials:

[(S)-1-(2-Benzyloxy-ethyl)-3-iodo-hex-5-enyloxy]-tert-butyl-diphenyl-silane

Benzyloxymethyl chloride

isobutyl 5-(benzyloxy)-3-hydroxypentanoate

isobutyl 5-(benzyloxy)-3-oxopentanoate

Downstream raw materials:

(R)-1-phenylmethoxyoct-7-en-3-ol