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)

Base Information

• Chemical Name: 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)
• CAS No.: 123148-47-0
• Molecular Formula: C₄₇H₇₄N₂O₁₀Si
• Molecular Weight: 855.197

Synonyms: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)

Chemical Property of 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)

Chemical Property:

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Technology Process of 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)

There total 14 articles about 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) 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: 58.0%

C37H58O7SSi + (S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-amino-pentanoic acid methyl ester; compound with acetic acid (123125-28-0) → 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) (123148-47-0)

Guidance literature:

With dmap;

DOI:10.1021/ja00202a067

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-<(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) (123148-47-0)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 1.) K₂CO₃ / 1.) MeOH, H₂O; 2.) THF

3: 58 percent / DMAP

With dmap; n-butyllithium; potassium carbonate;

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-<(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) (123148-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) K₂CO₃ / 1.) MeOH, H₂O; 2.) THF

2: 58 percent / DMAP

With dmap; potassium carbonate;

DOI:10.1021/ja00202a067

upstream raw materials:

(S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-amino-pentanoic acid methyl ester; compound with 2,2-dimethyl-propionic acid

(S)-2-[Allyloxycarbonyl-(2,4-dimethoxy-benzyl)-amino]-5-amino-pentanoic acid methyl ester; compound with acetic acid

[(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

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

Downstream raw materials:

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

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...

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