(S)-methyl 2-((2S,3R,4E)-1-((S)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methylpentanoate??????

Base Information

• Chemical Name: (S)-methyl 2-((2S,3R,4E)-1-((S)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methylpentanoate??????
• CAS No.: 1402464-13-4
• Molecular Formula: C₃₉H₆₀N₆O₉
• Molecular Weight: 756.94

Synonyms:(S)-methyl 2-((2S,3R,4E)-1-((S)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methylpentanoate??????

Chemical Property of (S)-methyl 2-((2S,3R,4E)-1-((S)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methylpentanoate??????

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of (S)-methyl 2-((2S,3R,4E)-1-((S)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methylpentanoate??????

There total 17 articles about (S)-methyl 2-((2S,3R,4E)-1-((S)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methylpentanoate?????? 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:

C15H26N2O3*ClH + C23H34N4O7 → (S)-methyl 2-((2S,3R,4E)-1-((S)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methylpentanoate?????? (1402464-13-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; at 0 ℃; for 6h;

DOI:10.1016/j.tetlet.2012.08.092

Reference yield:

(3R,6S,7S)-tert-butyl 6-(((tert-butyldimethylsilyl)oxy)methyl)-2,7-dimethyl-1-oxa-5-azaspiro[2.4]heptane-5-carboxylate → (S)-methyl 2-((2S,3R,4E)-1-((S)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methylpentanoate?????? (1402464-13-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: pyridine; diphosphorous tetraiodide / tetrachloromethane / 16 h / 80 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

3.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C

4.1: sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.5 h / 20 °C

4.2: 1 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

6.1: hydrogenchloride / 1,4-dioxane; diethyl ether / 5 h / 0 - 20 °C / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 6 h / 0 °C

With pyridine; hydrogenchloride; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; diphosphorous tetraiodide; tetrabutyl ammonium fluoride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.tetlet.2012.08.092

Reference yield:

(2S,3R,E)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-4-ethylidene-3-methylpyrrolidine-1-carboxylate (1402464-10-1) → (S)-methyl 2-((2S,3R,4E)-1-((S)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methylpentanoate?????? (1402464-13-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

2.1: Dess-Martin periodane / dichloromethane / 3 h / 0 - 20 °C

3.1: sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.5 h / 20 °C

3.2: 1 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

5.1: hydrogenchloride / 1,4-dioxane; diethyl ether / 5 h / 0 - 20 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 6 h / 0 °C

With hydrogenchloride; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.tetlet.2012.08.092

upstream raw materials:

(2S,3R,E)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-4-ethylidene-3-methylpyrrolidine-1-carboxylate

(2S,3R,E)-tert-butyl 4-ethylidene-2-formyl-3-methylpyrrolidine-1-carboxylate

(2S,3R,E)-tert-butyl 4-ethylidene-2-(((S)-1-methoxy-4-methyl-1-oxopentan-2-yl)carbamoyl)-3-methylpyrrolidine-1-carboxylate

(7R,7aS,Z)-6-ethylidene-7-methyltetrahydropyrrolo[1,2-c]oxazol-3(1H)-one

Downstream raw materials:

(S)-methyl 2-((2S,3R,4E)-1-((S)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methylpentanoate??????

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