[2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]carbamic acid dimethylethyl ester

Base Information

Chemical Name:[2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]carbamic acid dimethylethyl ester
CAS No.:329184-69-2
Molecular Formula:C₄₂H₆₃NO₆Si
Molecular Weight:706.051
Hs Code.:

[2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]carbamic acid dimethylethyl ester

Synonyms:[2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]carbamic acid dimethylethyl ester

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Chemical Property of [2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]carbamic acid dimethylethyl ester

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Technology Process of [2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]carbamic acid dimethylethyl ester

There total 7 articles about [2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]carbamic acid dimethylethyl ester 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%

: 24424-99-5
di-tert-butyl dicarbonate

: 329184-68-1
[2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]amine

: 329184-69-2
[2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]carbamic acid dimethylethyl ester

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 17h;
DOI:10.1021/jo001200w

Reference yield:

: 170956-17-9
(S)-1-[(4-methylphenyl)sulfonyl]-2-propylaziridin

: 329184-69-2
[2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]carbamic acid dimethylethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / n-BuLi / tetrahydrofuran; hexane / 24 h / 20 °C

2: 80 percent / NaH / dimethylformamide / 48 h / 0 - 40 °C

3: 77 percent / Ph₂PCH₂CH₂PPh₂; Br₂ / CH₂Cl₂ / 3.5 h / 0 - 20 °C

4: 83 percent / n-BuLi; CuI / tetrahydrofuran; hexane / 27 h / 35 °C

5: 8.5 mg / H₂ / Lindlar catalyst / ethyl acetate; ethanol / 1.5 h

6: 97 percent / Na; naphthalene / 1,2-dimethoxy-ethane / -75 - 20 °C

7: 96 percent / tetrahydrofuran / 17 h / 20 °C

With copper(l) iodide; n-butyllithium; naphthalene; hydrogen; bromine; sodium; sodium hydride; 1,2-bis-(diphenylphosphino)ethane; Lindlar's catalyst; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo001200w

Reference yield:

: 329184-63-6
4-methyl-N-[(S)-1-propyl-5-(tetrahydropyran-2-yloxy)pent-3-ynyl]benzenesulfonamide

: 329184-69-2
[2-(tert-butyldiphenylsilanyloxy)ethyl]-[(S)-(3Z,6Z)-10-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-1-propyldeca-3,6-dienyl]carbamic acid dimethylethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / NaH / dimethylformamide / 48 h / 0 - 40 °C

2: 77 percent / Ph₂PCH₂CH₂PPh₂; Br₂ / CH₂Cl₂ / 3.5 h / 0 - 20 °C

3: 83 percent / n-BuLi; CuI / tetrahydrofuran; hexane / 27 h / 35 °C

4: 8.5 mg / H₂ / Lindlar catalyst / ethyl acetate; ethanol / 1.5 h

5: 97 percent / Na; naphthalene / 1,2-dimethoxy-ethane / -75 - 20 °C

6: 96 percent / tetrahydrofuran / 17 h / 20 °C

With copper(l) iodide; n-butyllithium; naphthalene; hydrogen; bromine; sodium; sodium hydride; 1,2-bis-(diphenylphosphino)ethane; Lindlar's catalyst; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo001200w