{2-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: {2-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane
• CAS No.: 682777-27-1
• Molecular Formula: C₂₃H₄₀O₄Si
• Molecular Weight: 408.654
• Mol file: 682777-27-1.mol

Synonyms:{2-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

Chemical Property of {2-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {2-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

There total 3 articles about {2-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-dimethyl-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: 95.0%

benzyl bromide (100-39-0) + 2-{(4S,6R)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol (682777-25-9) → {2-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane (682777-27-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1016/j.tetlet.2004.01.035

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → {2-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane (682777-27-1)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP; imid. / CH₂Cl₂ / 20 h / 0 °C

2: Na / methanol / 4 h / 20 °C

3: 95 percent / NaH / tetrahydrofuran / 48 h / 20 °C

With 1H-imidazole; dmap; sodium; sodium hydride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.tetlet.2004.01.035

Reference yield:

Acetic acid 2-{(4S,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl ester → {2-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane (682777-27-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Na / methanol / 4 h / 20 °C

2: 95 percent / NaH / tetrahydrofuran / 48 h / 20 °C

With sodium; sodium hydride; In tetrahydrofuran; methanol;

DOI:10.1016/j.tetlet.2004.01.035

upstream raw materials:

benzyl bromide

2-{(4S,6R)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol

tert-butyldimethylsilyl chloride

Downstream raw materials:

2-{(4R,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxan-4-yl}ethanol

(R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-{(4R,6R)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-propan-1-ol

(3S,5S)-7-(Benzyloxy)-1-iodo-3,5-O-isopropylideneheptane-3,5-diol