[(1S,2S,3R)-5-iodo-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4(E)-hexenyl]oxy(triisopropyl)silane

Base Information

• Chemical Name: [(1S,2S,3R)-5-iodo-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4(E)-hexenyl]oxy(triisopropyl)silane
• CAS No.: 932718-42-8
• Molecular Formula: C₂₆H₄₅IO₄Si
• Molecular Weight: 576.631

Synonyms:[(1S,2S,3R)-5-iodo-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4(E)-hexenyl]oxy(triisopropyl)silane

Chemical Property of [(1S,2S,3R)-5-iodo-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4(E)-hexenyl]oxy(triisopropyl)silane

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of [(1S,2S,3R)-5-iodo-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4(E)-hexenyl]oxy(triisopropyl)silane

There total 3 articles about [(1S,2S,3R)-5-iodo-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4(E)-hexenyl]oxy(triisopropyl)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: 98.0%

[(1S,2S,3R)-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4-hexynyl]oxy(triisopropyl)silane (932718-88-2) → [(1S,2S,3R)-5-iodo-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4(E)-hexenyl]oxy(triisopropyl)silane (932718-42-8)

Guidance literature:

[(1S,2S,3R)-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4-hexynyl]oxy(triisopropyl)silane; With zirconocene dichloride; diisobutylaluminium hydride; In benzene; at 40 ℃; for 3h;

With iodine; In benzene; at 0 ℃;

DOI:10.1021/jo062502m

Reference yield:

(2S)-1-methoxy-4-methyl-2-[(1,1,1-triisopropylsilyl)oxy]-5-heptyn-3-ol → [(1S,2S,3R)-5-iodo-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4(E)-hexenyl]oxy(triisopropyl)silane (932718-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 71 percent / NaH; tetrabutylammonium iodide / dimethylformamide; various solvent(s) / 0 - 20 °C

2.1: Cp₂ZrCl₂; DIBAL-H / benzene / 3 h / 40 °C

2.2: 98 percent / iodine / benzene / 0 °C

With zirconocene dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; In N,N-dimethyl-formamide; benzene;

DOI:10.1021/jo062502m

Reference yield:

p-methoxybenzyl chloride (824-94-2) → [(1S,2S,3R)-5-iodo-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4(E)-hexenyl]oxy(triisopropyl)silane (932718-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 71 percent / NaH; tetrabutylammonium iodide / dimethylformamide; various solvent(s) / 0 - 20 °C

2.1: Cp₂ZrCl₂; DIBAL-H / benzene / 3 h / 40 °C

2.2: 98 percent / iodine / benzene / 0 °C

With zirconocene dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; In N,N-dimethyl-formamide; benzene;

DOI:10.1021/jo062502m

upstream raw materials:

[(1S,2S,3R)-2-(4-methoxybenzyloxy)-1-methoxymethyl-3-methyl-4-hexynyl]oxy(triisopropyl)silane

p-methoxybenzyl chloride

Downstream raw materials:

C₇₁H₁₀₀O₉Si₃

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