N-(5-tert-butyldimethylsilyloxy-2-iodobenzyl)-N-methyl-α-phenyl-4-(tert-butyldimethylsilyloxy)phenacylamine

Base Information

Chemical Name:N-(5-tert-butyldimethylsilyloxy-2-iodobenzyl)-N-methyl-α-phenyl-4-(tert-butyldimethylsilyloxy)phenacylamine
CAS No.:191536-19-3
Molecular Formula:C₃₄H₄₈INO₃Si₂
Molecular Weight:701.836
Hs Code.:

Synonyms:N-(5-tert-butyldimethylsilyloxy-2-iodobenzyl)-N-methyl-α-phenyl-4-(tert-butyldimethylsilyloxy)phenacylamine

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Chemical Property of N-(5-tert-butyldimethylsilyloxy-2-iodobenzyl)-N-methyl-α-phenyl-4-(tert-butyldimethylsilyloxy)phenacylamine

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Technology Process of N-(5-tert-butyldimethylsilyloxy-2-iodobenzyl)-N-methyl-α-phenyl-4-(tert-butyldimethylsilyloxy)phenacylamine

There total 6 articles about N-(5-tert-butyldimethylsilyloxy-2-iodobenzyl)-N-methyl-α-phenyl-4-(tert-butyldimethylsilyloxy)phenacylamine 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: 96.0%

: 191536-00-2
5-tert-butyldimethylsilyloxy-2-iodo-N-methylbenzylamine

: 191536-17-1
4(t-butyldimethylsilyloxy)-α-phenylphenacyl bromide

: 191536-19-3
N-(5-tert-butyldimethylsilyloxy-2-iodobenzyl)-N-methyl-α-phenyl-4-(tert-butyldimethylsilyloxy)phenacylamine

Guidance literature:: With methyloxirane; In 1,4-dioxane; for 2h; Heating;
DOI:10.1248/cpb.45.939

Reference yield:

: 96013-95-5
3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde

: 191536-19-3
N-(5-tert-butyldimethylsilyloxy-2-iodobenzyl)-N-methyl-α-phenyl-4-(tert-butyldimethylsilyloxy)phenacylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / NaBH₄ / methanol / 0.17 h / 0 °C

2: 78 percent / I₂, CF₃COOAg / CH₂Cl₂ / 0.08 h / Ambient temperature

3: 96 percent / pyridinium chlorochromate / CH₂Cl₂ / 2.5 h / Ambient temperature

4: 2.) NaBH₄, 2 N HCl / 1.) MeOH, reflux, 1 h, 2.) MeOH, RT, 2 h

5: 96 percent / propylene oxide / dioxane / 2 h / Heating

With hydrogenchloride; sodium tetrahydroborate; iodine; silver trifluoroacetate; pyridinium chlorochromate; methyloxirane; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1248/cpb.45.939

Reference yield:

: 96013-77-3
3-(tert-butyldimethylsilyloxy)benzyl alcohol

: 191536-19-3
N-(5-tert-butyldimethylsilyloxy-2-iodobenzyl)-N-methyl-α-phenyl-4-(tert-butyldimethylsilyloxy)phenacylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / I₂, CF₃COOAg / CH₂Cl₂ / 0.08 h / Ambient temperature

2: 96 percent / pyridinium chlorochromate / CH₂Cl₂ / 2.5 h / Ambient temperature

3: 2.) NaBH₄, 2 N HCl / 1.) MeOH, reflux, 1 h, 2.) MeOH, RT, 2 h

4: 96 percent / propylene oxide / dioxane / 2 h / Heating

With hydrogenchloride; sodium tetrahydroborate; iodine; silver trifluoroacetate; pyridinium chlorochromate; methyloxirane; In 1,4-dioxane; dichloromethane;
DOI:10.1248/cpb.45.939