N⁵-<4-<(2S,3S,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-2-<(E)-2-(2,2-dimethyl-4-oxo-m-dioxin-6-yl)vinyl>-6-ethyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N²-(2,4-dimethoxybenzyl)-L-ornithine N²-allyl methyl ester

Base Information

• Chemical Name: N⁵-<4-<(2S,3S,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-2-<(E)-2-(2,2-dimethyl-4-oxo-m-dioxin-6-yl)vinyl>-6-ethyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N²-(2,4-dimethoxybenzyl)-L-ornithine N²-allyl methyl ester
• CAS No.: 131196-60-6
• Molecular Formula: C₅₂H₇₆N₂O₁₁Si
• Molecular Weight: 933.268

Synonyms:N⁵-<4-<(2S,3S,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-2-<(E)-2-(2,2-dimethyl-4-oxo-m-dioxin-6-yl)vinyl>-6-ethyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N²-(2,4-dimethoxybenzyl)-L-ornithine N²-allyl methyl ester

Chemical Property of N⁵-<4-<(2S,3S,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-2-<(E)-2-(2,2-dimethyl-4-oxo-m-dioxin-6-yl)vinyl>-6-ethyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N²-(2,4-dimethoxybenzyl)-L-ornithine N²-allyl methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁵-<4-<(2S,3S,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-2-<(E)-2-(2,2-dimethyl-4-oxo-m-dioxin-6-yl)vinyl>-6-ethyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N²-(2,4-dimethoxybenzyl)-L-ornithine N²-allyl methyl ester

There total 16 articles about N⁵-<4-<(2S,3S,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-2-<(E)-2-(2,2-dimethyl-4-oxo-m-dioxin-6-yl)vinyl>-6-ethyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N²-(2,4-dimethoxybenzyl)-L-ornithine N²-allyl methyl 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:

tert-Butyl-[(2R,3R,3aS,4R,5aS,6R,7R,8aS,8bR)-6-(3,3-dibromo-allyl)-7-dimethoxymethyl-3-ethyl-2-methyl-dodecahydro-as-indacen-4-yloxy]-dimethyl-silane (131196-57-1) → N5-<4-<(2S,3S,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-2-<(E)-2-(2,2-dimethyl-4-oxo-m-dioxin-6-yl)vinyl>-6-ethyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N2-(2,4-dimethoxybenzyl)-L-ornithine N2-allyl methyl ester (131196-60-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF

2: 1.) K₂CO₃ / 1.) MeOH, H₂O; 2.) THF

3: 58 percent / DMAP

4: 1.) TsOH; 2.) KN(TMS)2 / 1.) acetone; 2.) THF

With dmap; n-butyllithium; potassium hexamethylsilazane; potassium carbonate; toluene-4-sulfonic acid;

DOI:10.1021/ja00202a067

Reference yield:

methyl (2R,3R,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-6-ethyl-2-formyldodecahydro-7-methyl-as-indacene-3-tetrolate 2-(dimethyl acetal) (123148-46-9) → N5-<4-<(2S,3S,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-2-<(E)-2-(2,2-dimethyl-4-oxo-m-dioxin-6-yl)vinyl>-6-ethyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N2-(2,4-dimethoxybenzyl)-L-ornithine N2-allyl methyl ester (131196-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) K₂CO₃ / 1.) MeOH, H₂O; 2.) THF

2: 58 percent / DMAP

3: 1.) TsOH; 2.) KN(TMS)2 / 1.) acetone; 2.) THF

With dmap; potassium hexamethylsilazane; potassium carbonate; toluene-4-sulfonic acid;

DOI:10.1021/ja00202a067

Reference yield:

[(2R,3R,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-Butyl-dimethyl-silanyloxy)-2-dimethoxymethyl-6-ethyl-7-methyl-dodecahydro-as-indacen-3-yl]-acetaldehyde (131196-56-0) → N5-<4-<(2S,3S,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-2-<(E)-2-(2,2-dimethyl-4-oxo-m-dioxin-6-yl)vinyl>-6-ethyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N2-(2,4-dimethoxybenzyl)-L-ornithine N2-allyl methyl ester (131196-60-6)

Guidance literature:

Multi-step reaction with 5 steps

1: PPh₃ / CH₂Cl₂

2: 1.) n-BuLi / 1.) THF

3: 1.) K₂CO₃ / 1.) MeOH, H₂O; 2.) THF

4: 58 percent / DMAP

5: 1.) TsOH; 2.) KN(TMS)2 / 1.) acetone; 2.) THF

With dmap; n-butyllithium; potassium hexamethylsilazane; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; In dichloromethane;

DOI:10.1021/ja00202a067

upstream raw materials:

diethyl ((2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)methyl)phosphinate

N⁵-<4-<(2R,3R,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-6-ethyl-2-formyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N²-carboxy-N²-(2,4-dimethoxybenzyl)-L-ornithine, N²-allyl methyl ester

N⁵-<4-<(2R,3R,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-butyldimethylsiloxy)-6-ethyl-2-formyldodecahydro-7-methyl-as-indacen-3-yl>tetroloyl>-N²-carboxy-N²-(2,4-dimethoxybenzyl)-L-ornithine, N²-allyl methyl ester, 2-(dimethyl acetal)

[(2R,3R,3aS,5R,5aS,6R,7R,8aR,8bS)-5-(tert-Butyl-dimethyl-silanyloxy)-2-dimethoxymethyl-6-ethyl-7-methyl-dodecahydro-as-indacen-3-yl]-acetaldehyde

Downstream raw materials:

methyl (2R,3R,3aS,4R,5aR,5bS,7Z,14S,19E,20aS,21aR,21bR)-15-(2,4-dimethoxybenzyl)-3-ethyl-2,3,3a,4,5,5a,5b,6,9,10,11,12,13,14,15,16,17,18,20a,21,21a,21b-docosahydro-4-hydroxy-2-methyl-9,16,18-trioxo-1H-as-indacene<3,2-k><1,6>-diazacycloheptadecine-14-ca.

C₃₉H₅₂N₂O₇

methyl (2R,3R,3aS,4R,5aR,5bS,7Z,14S,19E,20aS,21aS,21bR)-4-(tert-butyldimethylsiloxy)-15-(2,4-dimethoxybenzyl)-3-ethyl-2,3,3a,4,5,5a,5b,6,9,10,11,12,13,14,15,16,17,18,20a,21,21a,21b-docosahydro-2-methyl-9,16,18-trioxo-1H-as-indaceno<3,2-k><1,6>-diazac...

methyl (2R,3R,3aS,4R,5aS,5bS,14S,19E,20aS,21aS,21bR)-4-(tert-butyldimethylsiloxy)-7,8-didehydro-15-(2,4-dimethoxybenzyl)-3-ethyl-2,3,3a,4,5,5a,5b,6,9,10,11,12,13,14,15,16,17,18,20a,21,21a,21b-docosahydro-2-methyl-9,16,18-trioxo-1H-as-indaceno<3,2-k>...

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