[1-(1-benzyloxy-2-hexadecyloxy-3-iodo-propyl)-allyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[1-(1-benzyloxy-2-hexadecyloxy-3-iodo-propyl)-allyloxy]-tert-butyl-dimethyl-silane
CAS No.:878675-47-9
Molecular Formula:C₃₅H₆₃IO₃Si
Molecular Weight:686.873
Hs Code.:

[1-(1-benzyloxy-2-hexadecyloxy-3-iodo-propyl)-allyloxy]-<i>tert</i>-butyl-dimethyl-silane

Synonyms:[1-(1-benzyloxy-2-hexadecyloxy-3-iodo-propyl)-allyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [1-(1-benzyloxy-2-hexadecyloxy-3-iodo-propyl)-allyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [1-(1-benzyloxy-2-hexadecyloxy-3-iodo-propyl)-allyloxy]-tert-butyl-dimethyl-silane

There total 10 articles about [1-(1-benzyloxy-2-hexadecyloxy-3-iodo-propyl)-allyloxy]-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: 89.0%

: 878675-46-8
(2S,3R,4R)-3-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-hexadecyloxy-hex-5-en-1-ol

: 878675-47-9
[1-(1-benzyloxy-2-hexadecyloxy-3-iodo-propyl)-allyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In toluene; for 0.5h; Heating;
DOI:10.1016/j.tetlet.2005.12.029

Reference yield:

: 878675-43-5
(2R,3R,4S,5R,6S)-4-Benzyloxy-5-hexadecyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ol

: 878675-47-9
[1-(1-benzyloxy-2-hexadecyloxy-3-iodo-propyl)-allyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / I₂; PPh₃; imidazole / toluene / 0.5 h / Heating

2: 100 percent / pyridine / CH₂Cl₂ / 2.5 h / 20 °C

3: Zn powder; pyridine / ethanol / 4 h / Heating

4: NaBH₄ / ethanol / 0.5 h / 20 °C

5: 89 percent / PPh₃; imidazole; I₂ / toluene / 0.5 h / Heating

With pyridine; 1H-imidazole; sodium tetrahydroborate; iodine; triphenylphosphine; zinc; In ethanol; dichloromethane; toluene; 1: Garreg's iodination / 5: Garreg's iodination;
DOI:10.1016/j.tetlet.2005.12.029

Reference yield:

: (2R,4aR,6S,7R,8S,8aS)-7-Hexadecyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

: 878675-47-9
[1-(1-benzyloxy-2-hexadecyloxy-3-iodo-propyl)-allyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 72 percent / NaH / dimethylformamide; tetrahydrofuran / 3 h / 20 °C

2: 100 percent / CSA / methanol / 1 h / Heating

3: 74 percent / I₂; PPh₃; imidazole / toluene / 0.5 h / Heating

4: 100 percent / pyridine / CH₂Cl₂ / 2.5 h / 20 °C

5: Zn powder; pyridine / ethanol / 4 h / Heating

6: NaBH₄ / ethanol / 0.5 h / 20 °C

7: 89 percent / PPh₃; imidazole; I₂ / toluene / 0.5 h / Heating

With pyridine; 1H-imidazole; sodium tetrahydroborate; camphor-10-sulfonic acid; iodine; sodium hydride; triphenylphosphine; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 3: Garreg's iodination / 7: Garreg's iodination;
DOI:10.1016/j.tetlet.2005.12.029