methyl N⁵,N⁹-(dibenzyloxy)-5(S)-9-diamino-2-<(indol-3-yl)methyl>-2-methoxycarbonyl-4-oxononanoate

Base Information

• Chemical Name: methyl N⁵,N⁹-(dibenzyloxy)-5(S)-9-diamino-2-<(indol-3-yl)methyl>-2-methoxycarbonyl-4-oxononanoate
• CAS No.: 139577-34-7
• Molecular Formula: C₃₇H₄₁N₃O₉
• Molecular Weight: 671.747

Synonyms:methyl N⁵,N⁹-(dibenzyloxy)-5(S)-9-diamino-2-<(indol-3-yl)methyl>-2-methoxycarbonyl-4-oxononanoate

Chemical Property of methyl N⁵,N⁹-(dibenzyloxy)-5(S)-9-diamino-2-<(indol-3-yl)methyl>-2-methoxycarbonyl-4-oxononanoate

Chemical Property:

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Technology Process of methyl N⁵,N⁹-(dibenzyloxy)-5(S)-9-diamino-2-<(indol-3-yl)methyl>-2-methoxycarbonyl-4-oxononanoate

There total 4 articles about methyl N⁵,N⁹-(dibenzyloxy)-5(S)-9-diamino-2-<(indol-3-yl)methyl>-2-methoxycarbonyl-4-oxononanoate 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: 81.0%

(3-indolylmethyl)trimethylammonium iodide (5457-31-8) + methyl N5,N9-(dibenzyloxy)-5(S)-9-diamino-2-methoxycarbonyl-4-oxononanoate (139577-28-9) → methyl N5,N9-(dibenzyloxy)-5(S)-9-diamino-2-<(indol-3-yl)methyl>-2-methoxycarbonyl-4-oxononanoate (139577-34-7)

Guidance literature:

With sodium methylate; In 1,2-dimethoxyethane; at 0 ℃; for 1h;

DOI:10.1002/ardp.19923250103

Reference yield:

dimethyl malonate sodium salt (18424-76-5) → methyl N5,N9-(dibenzyloxy)-5(S)-9-diamino-2-<(indol-3-yl)methyl>-2-methoxycarbonyl-4-oxononanoate (139577-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaI / 1) 1,2-dimethoxyethane, room temperature, 15 min, 2) 1,2-dimethoxyethane, 1 h

2: 81 percent / NaOCH₃ / 1,2-dimethoxy-ethane / 1 h / 0 °C

With sodium methylate; sodium iodide; In 1,2-dimethoxyethane;

DOI:10.1002/ardp.19923250103

Reference yield:

Nα,NΕ-(dibenzyloxycarbonyl)-L-lysine chloromethyl ketone (139577-27-8) → methyl N5,N9-(dibenzyloxy)-5(S)-9-diamino-2-<(indol-3-yl)methyl>-2-methoxycarbonyl-4-oxononanoate (139577-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaI / 1) 1,2-dimethoxyethane, room temperature, 15 min, 2) 1,2-dimethoxyethane, 1 h

2: 81 percent / NaOCH₃ / 1,2-dimethoxy-ethane / 1 h / 0 °C

With sodium methylate; sodium iodide; In 1,2-dimethoxyethane;

DOI:10.1002/ardp.19923250103

upstream raw materials:

(3-indolylmethyl)trimethylammonium iodide

methyl N⁵,N⁹-(dibenzyloxy)-5(S)-9-diamino-2-methoxycarbonyl-4-oxononanoate

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine

dimethyl malonate sodium salt

Downstream raw materials:

Z-(S)Lys(Z)ψ(COCH2)(ξ)Trp

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