(S)-methyl 2-((2S,3S,Z)-1-((S)-2-benzamido-6-((Z)-2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methyl pentanoate

Base Information

Chemical Name:(S)-methyl 2-((2S,3S,Z)-1-((S)-2-benzamido-6-((Z)-2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methyl pentanoate
CAS No.:1360186-73-7
Molecular Formula:C₃₉H₆₀N₆O₉
Molecular Weight:756.94
Hs Code.:

(S)-methyl 2-((2S,3S,Z)-1-((S)-2-benzamido-6-((Z)-2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methyl pentanoate

Synonyms:(S)-methyl 2-((2S,3S,Z)-1-((S)-2-benzamido-6-((Z)-2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methyl pentanoate

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Chemical Property of (S)-methyl 2-((2S,3S,Z)-1-((S)-2-benzamido-6-((Z)-2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methyl pentanoate

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Technology Process of (S)-methyl 2-((2S,3S,Z)-1-((S)-2-benzamido-6-((Z)-2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methyl pentanoate

There total 12 articles about (S)-methyl 2-((2S,3S,Z)-1-((S)-2-benzamido-6-((Z)-2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methyl pentanoate 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

: 1197285-65-6
(S,Z)-2-benzamido-6-(2,3-bis(tert-butoxycarbonyl)guanidino)hexanoic acid

: 1360186-73-7
(S)-methyl 2-((2S,3S,Z)-1-((S)-2-benzamido-6-((Z)-2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methyl pentanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1016/j.tet.2011.12.075

Reference yield:

: 1360186-28-2
(S)-tert-butyl but-2-ynyl(1-hydroxybut-3-en-2-yl)carbamate

: 1360186-73-7
(S)-methyl 2-((2S,3S,Z)-1-((S)-2-benzamido-6-((Z)-2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methyl pentanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) / 1,2-dichloro-ethane / 2 h / 20 °C

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

3.1: sodium dihydrogenphosphate; 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 / 2 h / 20 °C

5.1: hydrogenchloride / 1,4-dioxane; diethyl ether / 20 °C

6.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 4 h / 20 °C

With hydrogenchloride; sodium dihydrogenphosphate; 2-methyl-but-2-ene; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; Dess-Martin periodane; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; tert-butyl alcohol; 2.1: Dess-Martin oxidation;
DOI:10.1016/j.tet.2011.12.075

Reference yield:

: 1360186-64-6
(2S,3S,Z)-tert-butyl 4-ethylidene-2-((S)-1-methoxy-4-methyl-1-oxopentan-2-ylcarbamoyl)-3-methylpyrrolidine-1-carboxylate

: 1360186-73-7
(S)-methyl 2-((2S,3S,Z)-1-((S)-2-benzamido-6-((Z)-2,3-bis(tert-butoxycarbonyl)guanidino)hexanoyl)-4-ethylidene-3-methylpyrrolidine-2-carboxamido)-4-methyl pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / 1,4-dioxane; diethyl ether / 20 °C

2: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 4 h / 20 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; 1,4-dioxane; diethyl ether;
DOI:10.1016/j.tet.2011.12.075