tert-butyl-[3-(4-methoxy-benzyloxy)-1-methoxymethyl-propoxy]-dimethyl-silane

Base Information

• Chemical Name: tert-butyl-[3-(4-methoxy-benzyloxy)-1-methoxymethyl-propoxy]-dimethyl-silane
• CAS No.: 819849-59-7
• Molecular Formula: C₁₉H₃₄O₄Si
• Molecular Weight: 354.562

Synonyms:tert-butyl-[3-(4-methoxy-benzyloxy)-1-methoxymethyl-propoxy]-dimethyl-silane

Chemical Property of tert-butyl-[3-(4-methoxy-benzyloxy)-1-methoxymethyl-propoxy]-dimethyl-silane

Chemical Property:

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Technology Process of tert-butyl-[3-(4-methoxy-benzyloxy)-1-methoxymethyl-propoxy]-dimethyl-silane

There total 4 articles about tert-butyl-[3-(4-methoxy-benzyloxy)-1-methoxymethyl-propoxy]-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: 55.0%

(2R,4R)-4-methoxymethyl-2-(4-methoxyphenyl)-1,3-dioxane + tert-butyldimethylsilyl chloride (18162-48-6) → tert-butyl-[4-methoxy-3-(4-methoxy-benzyloxy)-butoxy]-dimethyl-silane + (R)-4-Methoxy-3-(4-methoxy-benzyloxy)-butan-1-ol + (R)-1-Methoxy-4-(4-methoxy-benzyloxy)-butan-2-ol (276248-87-4) + tert-butyl-[3-(4-methoxy-benzyloxy)-1-methoxymethyl-propoxy]-dimethyl-silane (819849-59-7)

Guidance literature:

With sodium cyanoborohydride; In acetonitrile; at 20 ℃;

DOI:10.1021/jo049136w

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + (R)-1-Methoxy-4-(4-methoxy-benzyloxy)-butan-2-ol (276248-87-4) → tert-butyl-[3-(4-methoxy-benzyloxy)-1-methoxymethyl-propoxy]-dimethyl-silane (819849-59-7)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 35 ℃; for 18h;

DOI:10.1016/j.tetlet.2004.09.177

Reference yield:

[2R]-2-(4-METHOXYPHENYL)-[1, 3] DIOXAN-4-YL methanol (815600-23-8) → tert-butyl-[3-(4-methoxy-benzyloxy)-1-methoxymethyl-propoxy]-dimethyl-silane (819849-59-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / NaH / dimethylformamide / 2 h / 25 °C

2: 93 percent / DIBAL / toluene / 6 h / -78 °C

3: imidazole / CH₂Cl₂ / 18 h / 35 °C

With 1H-imidazole; sodium hydride; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.tetlet.2004.09.177

upstream raw materials:

tert-butyldimethylsilyl chloride

(R)-1-Methoxy-4-(4-methoxy-benzyloxy)-butan-2-ol

[2R]-2-(4-METHOXYPHENYL)-[1, 3] DIOXAN-4-YL methanol

(R)-4-Methoxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxane

Downstream raw materials:

(S)-4-Benzyl-3-[(2S,3R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6-methoxy-2-methyl-hexanoyl]-oxazolidin-2-one

(2R,3R,4S,5S,6R)-2-[(4R,5S)-5-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-dimethyl-silanyloxy)-6-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran

(2R,3S,4R,5R,7R)-1-[(4R,5S)-5-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-5-(4-methoxy-benzyloxy)-2,4-dimethyl-octan-1-one

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