tert-Butyl-[(R)-1-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxy]-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-[(R)-1-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxy]-diphenyl-silane
• CAS No.: 198193-01-0
• Molecular Formula: C₂₈H₄₀O₃Si
• Molecular Weight: 452.709
• Mol file: 198193-01-0.mol

Synonyms:tert-Butyl-[(R)-1-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxy]-diphenyl-silane

Chemical Property of tert-Butyl-[(R)-1-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxy]-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-[(R)-1-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxy]-diphenyl-silane

There total 3 articles about tert-Butyl-[(R)-1-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxy]-diphenyl-silane 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: 100.0%

(2R)-1-[(4S)-2,2-diethyl-[1,3]dioxolan-4-yl]-pent-4-en-2-ol (127793-60-6) + tert-butylchlorodiphenylsilane (58479-61-1) → tert-Butyl-[(R)-1-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxy]-diphenyl-silane (198193-01-0)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/ja972497r

Reference yield:

(S)-(2,2-diethyl-[1,3]dioxan-4-yl)acetaldehyde (127793-59-3) → tert-Butyl-[(R)-1-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxy]-diphenyl-silane (198193-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / (+)-B-methoxy(diisopinocampheyl)borane / toluene / 1 h / -78 °C

2: 100 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / Ambient temperature

With 1H-imidazole; dmap; (+)-B-methoxydiisocamphenylborane; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja972497r

Reference yield:

(4S)-4-(2-hydroxyethyl)-2,2-diethyl-1,3-dioxolane (90941-88-1) → tert-Butyl-[(R)-1-((S)-2,2-diethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxy]-diphenyl-silane (198193-01-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 2 h / 0 - 20 °C

2: 75 percent / (+)-B-methoxy(diisopinocampheyl)borane / toluene / 1 h / -78 °C

3: 100 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / Ambient temperature

With 1H-imidazole; dmap; sodium acetate; (+)-B-methoxydiisocamphenylborane; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja972497r

upstream raw materials:

(2R)-1-[(4S)-2,2-diethyl-[1,3]dioxolan-4-yl]-pent-4-en-2-ol

tert-butylchlorodiphenylsilane

(4S)-4-(2-hydroxyethyl)-2,2-diethyl-1,3-dioxolane

(S)-(2,2-diethyl-[1,3]dioxan-4-yl)acetaldehyde

Downstream raw materials:

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (E)-(1S,2S)-4-[(2S,4S,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-ethoxycarbonylmethyl-6-methoxy-tetrahydro-pyran-2-yl]-1-(1-ethylsulfanylcarbonyl-1-methyl-ethyl)-2-methyl-pent-3-enyl ester

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (E)-(1S,2S)-4-[(2S,4S,6R)-4-(tert-butyl-diphenyl-silanyloxy)-6-ethoxycarbonylmethyl-6-methoxy-tetrahydro-pyran-2-yl]-1-(1-ethylsulfanylcarbonyl-1-methyl-ethyl)-2-methyl-pent-3-enyl ester

[(2R,4S,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-((E)-(S)-1,3-dimethyl-4-triethylsilanyloxy-but-1-enyl)-2-hydroxy-tetrahydro-pyran-2-yl]-acetic acid ethyl ester

[(2R,4S,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-((E)-(3S,4R)-5-ethylsulfanylcarbonyl-4-hydroxy-1,3,5-trimethyl-hex-1-enyl)-2-methoxy-tetrahydro-pyran-2-yl]-acetic acid ethyl ester