tert-Butyl-[(3S,4R)-3-(4-methoxy-benzyloxy)-4-methyl-hex-5-enyloxy]-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-[(3S,4R)-3-(4-methoxy-benzyloxy)-4-methyl-hex-5-enyloxy]-dimethyl-silane
• CAS No.: 148933-64-6
• Molecular Formula: C₂₁H₃₆O₃Si
• Molecular Weight: 364.601
• Mol file: 148933-64-6.mol

Synonyms:tert-Butyl-[(3S,4R)-3-(4-methoxy-benzyloxy)-4-methyl-hex-5-enyloxy]-dimethyl-silane

Chemical Property of tert-Butyl-[(3S,4R)-3-(4-methoxy-benzyloxy)-4-methyl-hex-5-enyloxy]-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-[(3S,4R)-3-(4-methoxy-benzyloxy)-4-methyl-hex-5-enyloxy]-dimethyl-silane

There total 3 articles about tert-Butyl-[(3S,4R)-3-(4-methoxy-benzyloxy)-4-methyl-hex-5-enyloxy]-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: 90.0%

p-Methoxybenzyl bromide (2746-25-0) + (3S,4R)-1-[(tert-butyldimethylsilyl)oxy]-4-methylhex-5-en-3-ol (168777-81-9) → tert-Butyl-[(3S,4R)-3-(4-methoxy-benzyloxy)-4-methyl-hex-5-enyloxy]-dimethyl-silane (148933-64-6)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 3h;

DOI:10.1039/c39930000619

Reference yield: 87.0%

p-methoxybenzyl trichloroacetate (56599-24-7) + (3S,4R)-1-[(tert-butyldimethylsilyl)oxy]-4-methylhex-5-en-3-ol (168777-81-9) → tert-Butyl-[(3S,4R)-3-(4-methoxy-benzyloxy)-4-methyl-hex-5-enyloxy]-dimethyl-silane (148933-64-6)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In tetrahydrofuran;

DOI:10.1016/j.bmcl.2007.02.031

Reference yield:

3-(tert-butyldimethylsilanyloxy)propionaldehyde (89922-82-7) → tert-Butyl-[(3S,4R)-3-(4-methoxy-benzyloxy)-4-methyl-hex-5-enyloxy]-dimethyl-silane (148933-64-6)

Guidance literature:

Multi-step reaction with 2 steps

2: 90 percent / NaHMDS / tetrahydrofuran; dimethylformamide / 2.5 h / Ambient temperature

With sodium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

p-Methoxybenzyl bromide

(3S,4R)-1-[(tert-butyldimethylsilyl)oxy]-4-methylhex-5-en-3-ol

p-methoxybenzyl trichloroacetate

3-(tert-butyldimethylsilanyloxy)propionaldehyde

Downstream raw materials:

(2S,3S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-methyl-pentanal

C₁₅H₂₁O₃I

C₁₅H₁₉O₃I

C₁₅H₁₉O₄I