N-allyl-N-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide

Base Information

Chemical Name:N-allyl-N-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide
CAS No.:544455-41-6
Molecular Formula:C₄₀H₄₉NO₆Si
Molecular Weight:667.918
Hs Code.:

<i>N</i>-allyl-<i>N</i>-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide

Synonyms:N-allyl-N-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide

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Chemical Property of N-allyl-N-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide

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Technology Process of N-allyl-N-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide

There total 6 articles about N-allyl-N-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide 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: 95.0%

: 106-95-6
allyl bromide

: 544455-40-5
N-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide

: 544455-41-6
N-allyl-N-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide

Guidance literature:: With 18-crown-ether; potassium hydride; In tetrahydrofuran; at 25 ℃; for 5h;
DOI:10.1016/S0040-4039(03)00218-1

Reference yield:

: 150-76-5
4-methoxy-phenol

: 544455-41-6
N-allyl-N-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / K₂OsO₄*2H₂O; (DHQD)2PHAL; LiOH / 2-methyl-propan-2-ol; H₂O / 8 h / 4 °C

2: 80 percent / NaH / dimethylformamide / 8 h / 0 °C

3: 100 percent / LiBH₄ / diethyl ether / 0.25 h

4: 100 percent / TEA; DMAP / CH₂Cl₂ / 4 h / 25 °C

5: 95 percent / KH; 18-crown-ether / tetrahydrofuran / 5 h / 25 °C

With dmap; lithium hydroxide; potassium osmate(VI); lithium borohydride; 18-crown-ether; TEA; potassium hydride; sodium hydride; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 2: Sharpless asymmetric aminohydroxylation;
DOI:10.1016/S0040-4039(03)00218-1

Reference yield:

: 544455-38-1
ethyl (2E)-4-(4-methoxyphenoxy)but-2-enoate

: 544455-41-6
N-allyl-N-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1-(4-methoxy-phenoxymethyl)-propyl]-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / K₂OsO₄*2H₂O; (DHQD)2PHAL; LiOH / 2-methyl-propan-2-ol; H₂O / 8 h / 4 °C

2: 80 percent / NaH / dimethylformamide / 8 h / 0 °C

3: 100 percent / LiBH₄ / diethyl ether / 0.25 h

4: 100 percent / TEA; DMAP / CH₂Cl₂ / 4 h / 25 °C

5: 95 percent / KH; 18-crown-ether / tetrahydrofuran / 5 h / 25 °C

With dmap; lithium hydroxide; potassium osmate(VI); lithium borohydride; 18-crown-ether; TEA; potassium hydride; sodium hydride; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Sharpless asymmetric aminohydroxylation;
DOI:10.1016/S0040-4039(03)00218-1